(1-phenylpropan-2-yl)hydrazine [Pheniprazine]

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Date

9 substances in Reaxys

2016-06-08 10h:29m:55s (EST)

H N

1. Query

NH 2

Search as: As drawn

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Reaxys ID 742937 View in Reaxys

1/9

H N

CAS Registry Number: 55-52-7 Chemical Name: pheniprazine; Pheniprazine; (1-methyl-2-phenylethyl)hydrazine; (1-methyl-2-phenyl-ethyl)-hydrazine; (+-)-(1methyl-2-phenyl-ethyl)-hydrazine; (+-)-(1-Methyl-2-phenyl-aethyl)-hydrazin; (1-methyl-2-phenyl-ethyl)hydrazine Linear Structure Formula: C9H14N2 Molecular Formula: C9H14N2 Molecular Weight: 150.224 Type of Substance: isocyclic InChI Key: VXTWEDPZMSVFEF-UHFFFAOYSA-N Note:

NH 2

Substance Label (7) Label References 10;R1=Me,R2=H, E=CH2Ph

Baldwin, Jack E.; Adlington, Robert M.; Newington, Ian M.; Journal of the Chemical Society, Chemical Communications; nb. 2; (1986); p. 176 - 178, View in Reaxys

V

Kauffmann,T. et al.; Chemische Berichte; vol. 98; (1965); p. 904 - 911, View in Reaxys

Tab.II

Anderson,F.E. et al.; Journal of Medicinal and Pharmaceutical Chemistry; vol. 5; nb. 2; (1962); p. 221 - 230, View in Reaxys

5

Patent; Lakeside Labor.; US3000903; (1959); Chem.Abstr.; vol. 56; nb. 1393; (1962), View in Reaxys

6

Patent; Hoffmann-LaRoche; DE1132142; (1959); GB867985; Chem.Abstr.; nb. 25722; (1961), View in Reaxys; Patent; Lakeside Labor.; US3000903; (1959); Chem.Abstr.; vol. 56; nb. 1393; (1962), View in Reaxys

3

Patent; Hoffmann-LaRoche; DE1132142; (1959); GB867985; Chem.Abstr.; nb. 25722; (1961), View in Reaxys

1

Patent; Lakeside Labor.; US2978461; (1958); Chem.Abstr.; nb. 25861; (1961), View in Reaxys

Derivative (6) Comment (Derivative)

References

*HCl:F: 122-123grad

Franguesa-Graner; Galenica Acta; vol. 14; nb. 2; (1961); p. 81,82-89; Chem.Abstr.; nb. 27166; (1961), View in Reaxys

*HCl:Coulometr.Bestimmung

Olson; Analytical Chemistry; vol. 32; (1960); p. 1545, View in Reaxys

*HCl: 115-116grad(aus Propan-2-ol + Diethylether)

Patent; Lakeside Labor.; US3000903; (1959); Chem.Abstr.; vol. 56; nb. 1393; (1962), View in Reaxys

HCl-Salz: F: 115-116grad

Patent; Colgate; US3359316; (1958); Chem.Abstr.; vol. 69; nb. 10210g; (1968), View in Reaxys

*HCl:aus den Komponenten in Isopropylalkohol +Diisopropylether(1:10);F: 124-125grad(aus Acetonitril)

Patent; Lakeside Labor.; US2978461; (1958); Chem.Abstr.; nb. 25861; (1961), View in Reaxys

Hydrochlorid: F: 115-116grad

Patent; Lakeside Labs., Inc.; GB863158; (1957); US; (1956); Chem.Abstr.; vol. 56; nb. 14168f; (1962), View in Reaxys; Patent; Colgate-Palmolive; US3334017; (1956); Chem.Abstr.; vol. 68; nb. 12676s; (1968), View in Reaxys

Boiling Point (8) Boiling Point [°C]

Pressure (Boiling Point) [Torr]

References

80 - 82

0.1

Kauffmann,T. et al.; Chemische Berichte; vol. 98; (1965); p. 904 - 911, View in Reaxys

126 - 130

12

Iffland et al.; Journal of the American Chemical Society; vol. 83; (1961); p. 747,748, View in Reaxys

135 - 138

10

Patent; Chugai Pharm.; JP13972; (1960); Chem.Abstr.; vol. 59; nb. 9802f; (1963), View in Reaxys

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70

0.02

Patent; Lakeside Labor.; US3000903; (1959); Chem.Abstr.; vol. 56; nb. 1393; (1962), View in Reaxys; Patent; Lakeside Labs., Inc.; GB863158; (1957); US; (1956); Chem.Abstr.; vol. 56; nb. 14168f; (1962), View in Reaxys; Patent; Colgate-Palmolive; US3334017; (1956); Chem.Abstr.; vol. 68; nb. 12676s; (1968), View in Reaxys; Patent; Colgate; US3359316; (1958); Chem.Abstr.; vol. 69; nb. 10210g; (1968), View in Reaxys

82 - 84

0.6

Biel et al.; Journal of the American Chemical Society; vol. 81; (1959); p. 2805,2810, 2813, View in Reaxys

75

0.3

Biel et al.; Journal of the American Chemical Society; vol. 81; (1959); p. 2805,2810, 2813, View in Reaxys

80

0.3

Biel et al.; Journal of the American Chemical Society; vol. 81; (1959); p. 2805,2810, 2813, View in Reaxys

85

0.3

Patent; Lakeside Labor.; US2978461; (1958); Chem.Abstr.; nb. 25861; (1961), View in Reaxys

Refractive Index (5) Refractive Index Wavelength (Refractive Index) [nm]

Temperature (Refractive Index) [°C]

References

1.5395

589

20

Iffland et al.; Journal of the American Chemical Society; vol. 83; (1961); p. 747,748, View in Reaxys

1.5373

589

20

Patent; Lakeside Labor.; US3000903; (1959); Chem.Abstr.; vol. 56; nb. 1393; (1962), View in Reaxys; Patent; Lakeside Labs., Inc.; GB863158; (1957); US; (1956); Chem.Abstr.; vol. 56; nb. 14168f; (1962), View in Reaxys; Patent; Colgate-Palmolive; US3334017; (1956); Chem.Abstr.; vol. 68; nb. 12676s; (1968), View in Reaxys

1.5338 - 1.5375

589

20

Biel et al.; Journal of the American Chemical Society; vol. 81; (1959); p. 2805,2810, 2813, View in Reaxys

1.5373

589

25

Patent; Colgate; US3359316; (1958); Chem.Abstr.; vol. 69; nb. 10210g; (1968), View in Reaxys

1.5375

589

20

Patent; Lakeside Labor.; US2978461; (1958); Chem.Abstr.; nb. 25861; (1961), View in Reaxys

Density (1) 1 of 1

Density [g·cm-3]

0.995

Reference Temperature [°C]

4

Measurement Temperature [°C]

20

Iffland et al.; Journal of the American Chemical Society; vol. 83; (1961); p. 747,748, View in Reaxys Crystal Property Description (1) Colour & Other Location Properties yellow

supporting information

References Radi, Marco; Dreassi, Elena; Brullo, Chiara; Crespan, Emmanuele; Tintori, Cristina; Bernardo, Vincenzo; Valoti, Massimo; Zamperini, Claudio; Daigl, Henry; Musumeci, Francesca; Carraro, Fabio; Naldini, Antonella; Filippi, Irene; Maga, Giovanni; Schenone, Silvia; Botta, Maurizio; Journal of Medicinal Chemistry; vol. 54; nb. 8; (2011); p. 2610 - 2626, View in Reaxys

Dissociation Exponent (1) 1 of 1

Comment (Dissociation Exponent)

(pk')pKa':7,14 (titrimetr.Best.)

Eberson; Persson; Journal of Medicinal and Pharmaceutical Chemistry; vol. 5; (1962); p. 738,746, View in Reaxys Further Information (3) Description (Fur- References ther Information) Further information

Olson; Analytical Chemistry; vol. 32; (1960); p. 1545, View in Reaxys

Further information

Patent; Lakeside Labor.; US3000903; (1959); Chem.Abstr.; vol. 56; nb. 1393; (1962), View in Reaxys

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Further information

Patent; Lakeside Labor.; US2978461; (1958); Chem.Abstr.; nb. 25861; (1961), View in Reaxys

Pharmacological Data (2) 1 of 2

Comment (Pharmacological Data)

Bioactivities present

Kauffmann,T. et al.; Chemische Berichte; vol. 98; (1965); p. 904 - 911, View in Reaxys; Drain,D.J. et al.; J. Med. Chem.; vol. 6; (1963); p. 63 - 69, View in Reaxys; Rooney,C.S. et al.; Journal of Medicinal and Pharmaceutical Chemistry; vol. 5; (1962); p. 155 - 167, View in Reaxys; Anderson,F.E. et al.; Journal of Medicinal and Pharmaceutical Chemistry; vol. 5; nb. 2; (1962); p. 221 - 230, View in Reaxys; Gardner,T.S. et al.; Journal of Medicinal and Pharmaceutical Chemistry; vol. 5; (1962); p. 503 - 513, View in Reaxys; Bracci Torsi,C.; Vuat,M.; Gazzetta Chimica Italiana; vol. 91; (1961); p. 1461 - 1474, View in Reaxys; Yashunskii,V.G.; Vasil'eva,V.G.; J. Gen. Chem. USSR (Engl. Transl.); vol. 30; (1960); p. 2754 - 2756,2736 - 2738, View in Reaxys; Patent; SHELDON, Leslie James; WO2005/53703; (2005); (A1) English, View in Reaxys; Patent; PANACEA BIOTEC LTD; WO2007/54975; (2007); (A1) English, View in Reaxys; Biel et al.; Journal of the American Chemical Society; vol. 81; (1959); p. 2805,2810, 2813, View in Reaxys; Eberson; Persson; Journal of Medicinal and Pharmaceutical Chemistry; vol. 5; (1962); p. 738,746, View in Reaxys; Patent; Hoffmann-LaRoche; DE1132142; (1959); GB867985; Chem.Abstr.; nb. 25722; (1961), View in Reaxys; Kauffmann et al.; Chemische Berichte; vol. 99; (1966); p. 3148, View in Reaxys; Patent; Lakeside Labor.; US3000903; (1959); Chem.Abstr.; vol. 56; nb. 1393; (1962), View in Reaxys; Franguesa-Graner; Galenica Acta; vol. 14; nb. 2; (1961); p. 81,82-89; Chem.Abstr.; nb. 27166; (1961), View in Reaxys; Olson; Analytical Chemistry; vol. 32; (1960); p. 1545, View in Reaxys; Patent; Lakeside Labor.; US2978461; (1958); Chem.Abstr.; nb. 25861; (1961), View in Reaxys; Patent; Chugai Pharm.; JP13972; (1960); Chem.Abstr.; vol. 59; nb. 9802f; (1963), View in Reaxys; Iffland et al.; Journal of the American Chemical Society; vol. 83; (1961); p. 747,748, View in Reaxys; Patent; Lakeside Labs., Inc.; GB863158; (1957); US; (1956); Chem.Abstr.; vol. 56; nb. 14168f; (1962), View in Reaxys; Lindstroem et al.; European Journal of Biochemistry; vol. 42; (1974); p. 177,180, View in Reaxys; Patent; Colgate-Palmolive; US3334017; (1956); Chem.Abstr.; vol. 68; nb. 12676s; (1968), View in Reaxys; Patent; Colgate; US3359316; (1958); Chem.Abstr.; vol. 69; nb. 10210g; (1968), View in Reaxys; Kauffmann et al.; Chemische Berichte; vol. 98; (1965); p. 912,914,920, View in Reaxys; Riley; Brier; Journal of medicinal chemistry; vol. 15; nb. 11; (1972); p. 1187 - 1188, View in Reaxys; Wolff, Hans Peter; Kuehnle, Hans F.; Journal of Medicinal Chemistry; vol. 28; nb. 10; (1985); p. 1436 - 1440, View in Reaxys; Baldwin, Jack E.; Adlington, Robert M.; Newington, Ian M.; Journal of the Chemical Society, Chemical Communications; nb. 2; (1986); p. 176 - 178, View in Reaxys; Kane, John M.; Dudley, Mark W.; Sorensen, Stephen M.; Miller, Francis P.; Journal of Medicinal Chemistry; vol. 31; nb. 6; (1988); p. 1253 - 1258, View in Reaxys; Radi, Marco; Dreassi, Elena; Brullo, Chiara; Crespan, Emmanuele; Tintori, Cristina; Bernardo, Vincenzo; Valoti, Massimo; Zamperini, Claudio; Daigl, Henry; Musumeci, Francesca; Carraro, Fabio; Naldini, Antonella; Filippi, Irene; Maga, Giovanni; Schenone, Silvia; Botta, Maurizio; Journal of Medicinal Chemistry; vol. 54; nb. 8; (2011); p. 2610 - 2626, View in Reaxys; Ramadan, Zakia Ben; Wrang, Maria L.; Tipton, Keith F.; Neurochemical Research; vol. 32; nb. 10; (2007); p. 1783 - 1790, View in Reaxys; Patent; UNIVERSITA' DEGLI STUDI DI PADOVA, (UNIVERSITY OF PADUA); US2012/329800; (2012); (A1) English, View in Reaxys; Burger; Nara; Journal of medicinal chemistry; vol. 8; nb. 6; (1965); p. 859 - 862, View in Reaxys; Creveling; Daly; Witkop; Journal of medicinal chemistry; vol. 9; nb. 3; (1966); p. 284 - 286, View in Reaxys; Valzelli; Giacalone; Garattini; European journal of pharmacology; vol. 2; nb. 2; (1967); p. 144 - 146, View in Reaxys; Mills; Kattau; Slater; Fuller; Journal of medicinal chemistry; vol. 11; nb. 1; (1968); p. 95 - 97, View in Reaxys; Hsu; Huang; Waters; Journal of Medicinal Chemistry; vol. 18; nb. 1; (1975); p. 20 - 23, View in Reaxys; Florvall; Ask; Ogren; Ross; Journal of medicinal chemistry; vol. 21; nb. 1; (1978); p. 56 - 63, View in Reaxys; Ziance; Moxley; Mullis; Gray; Archives Internationales de Pharmacodynamie et de Therapie; vol. 228; nb. 1; (1977); p. 30 - 38, View in Reaxys; Colpaert; Niemegeers; Janssen; Pharmacology Biochemistry and Behavior; vol. 13; nb. 4; (1980); p. 513 - 517, View in Reaxys; Kane; Dudley; Sorensen; Miller; Journal of Medicinal Chemistry; vol. 31; nb. 6; (1988); p. 1253 - 1258, View in Reaxys; Fujita; Journal of Medicinal Chemistry; vol. 16; nb. 8; (1973); p. 923 - 930, View in Reaxys; Lahti; Platz; McAllister; Journal of medicinal chemistry; vol. 13; nb. 4; (1970); p. 681 - 683, View in Reaxys; JACOB FINKELSTEIN; JOHN A.ROMANO; ELLIOT CHIANG; JOHN LEE; Journal of medicinal chemistry; vol. 6; nb. 2; (1963); p. 153 - 155, View in Reaxys; DONALD L. 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2 of 2

Comment (Pharmacological Data)

antidepressant activity, LD 50, mg/kg = 100-200, antagonism of RO 4-1284-induced hypothermia, ED 50, mg/kg, = 1.10, antagonism of reserpine-induced ptosis, Ed 50, mg/kg, = 1.61 (mice)

Kane, John M.; Dudley, Mark W.; Sorensen, Stephen M.; Miller, Francis P.; Journal of Medicinal Chemistry; vol. 31; nb. 6; (1988); p. 1253 - 1258, View in Reaxys Use (126) Use Pattern

Location

References

inhibiting the production of reactive oxygen species in a muscle cell overproducing reactive oxygen species

Page/Page column title page; 13-17

Patent; UNIVERSITA' DEGLI STUDI DI PADOVA, (UNIVERSITY OF PADUA); US2012/329800; (2012); (A1) English, View in Reaxys

monoamine oxidase inhibitor

Page/Page column title page; 13-17

Patent; UNIVERSITA' DEGLI STUDI DI PADOVA, (UNIVERSITY OF PADUA); US2012/329800; (2012); (A1) English, View in Reaxys

muscle dystrophy (MD)

Page/Page column title page; 13-17

Patent; UNIVERSITA' DEGLI STUDI DI PADOVA, (UNIVERSITY OF PADUA); US2012/329800; (2012); (A1) English, View in Reaxys

Cardiovascular disorder

Patent; PANACEA BIOTEC LTD; WO2007/54975; (2007); (A1) English, View in Reaxys

Coronary artery disease

Patent; PANACEA BIOTEC LTD; WO2007/54975; (2007); (A1) English, View in Reaxys

Congestive heart failure

Patent; PANACEA BIOTEC LTD; WO2007/54975; (2007); (A1) English, View in Reaxys

Angina

Patent; PANACEA BIOTEC LTD; WO2007/54975; (2007); (A1) English, View in Reaxys

Atherosclerosis

Patent; PANACEA BIOTEC LTD; WO2007/54975; (2007); (A1) English, View in Reaxys

Hyperlipidemia

Patent; PANACEA BIOTEC LTD; WO2007/54975; (2007); (A1) English, View in Reaxys

Diabetes

Patent; PANACEA BIOTEC LTD; WO2007/54975; (2007); (A1) English, View in Reaxys

Neurodegenerative disorder

Patent; PANACEA BIOTEC LTD; WO2007/54975; (2007); (A1) English, View in Reaxys

chronic heart failure

Patent; PANACEA BIOTEC LTD; WO2007/54975; (2007); (A1) English, View in Reaxys

myocardial infarction

Patent; PANACEA BIOTEC LTD; WO2007/54975; (2007); (A1) English, View in Reaxys

cardiogenic shock

Patent; PANACEA BIOTEC LTD; WO2007/54975; (2007); (A1) English, View in Reaxys

systemic hypertension

Patent; PANACEA BIOTEC LTD; WO2007/54975; (2007); (A1) English, View in Reaxys

pulmonary hypertension

Patent; PANACEA BIOTEC LTD; WO2007/54975; (2007); (A1) English, View in Reaxys

ischemia- reperfusion injury

Patent; PANACEA BIOTEC LTD; WO2007/54975; (2007); (A1) English, View in Reaxys

coronary vasospastic disorders

Patent; PANACEA BIOTEC LTD; WO2007/54975; (2007); (A1) English, View in Reaxys

systemic vasospastic disorders

Patent; PANACEA BIOTEC LTD; WO2007/54975; (2007); (A1) English, View in Reaxys

cerebral vasospasm

Patent; PANACEA BIOTEC LTD; WO2007/54975; (2007); (A1) English, View in Reaxys

subarachnoid hemorrhage

Patent; PANACEA BIOTEC LTD; WO2007/54975; (2007); (A1) English, View in Reaxys

hyperglycemia

Patent; PANACEA BIOTEC LTD; WO2007/54975; (2007); (A1) English, View in Reaxys

metabolic disorders

Patent; PANACEA BIOTEC LTD; WO2007/54975; (2007); (A1) English, View in Reaxys

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renal disorders

Patent; PANACEA BIOTEC LTD; WO2007/54975; (2007); (A1) English, View in Reaxys

neurodegenerative disorders

Patent; PANACEA BIOTEC LTD; WO2007/54975; (2007); (A1) English, View in Reaxys

Hypertension

Patent; PANACEA BIOTEC LTD; WO2007/54975; (2007); (A1) English, View in Reaxys

Cardiovascular associated disorder

Patent; PANACEA BIOTEC LTD; WO2007/54975; (2007); (A1) English, View in Reaxys

ischemia-reperfusion injury

Patent; PANACEA BIOTEC LTD; WO2007/54975; (2007); (A1) English, View in Reaxys

ischaemic heart disease

Patent; PANACEA BIOTEC LTD; WO2007/54975; (2007); (A1) English, View in Reaxys

stroke

Patent; PANACEA BIOTEC LTD; WO2007/54975; (2007); (A1) English, View in Reaxys

transient ischaemic attack

Patent; PANACEA BIOTEC LTD; WO2007/54975; (2007); (A1) English, View in Reaxys

aneurysm

Patent; PANACEA BIOTEC LTD; WO2007/54975; (2007); (A1) English, View in Reaxys

angina pectoris

Patent; PANACEA BIOTEC LTD; WO2007/54975; (2007); (A1) English, View in Reaxys

angioneurotic edema

Patent; PANACEA BIOTEC LTD; WO2007/54975; (2007); (A1) English, View in Reaxys

aortic valve stenosis

Patent; PANACEA BIOTEC LTD; WO2007/54975; (2007); (A1) English, View in Reaxys

arrhythmia

Patent; PANACEA BIOTEC LTD; WO2007/54975; (2007); (A1) English, View in Reaxys

arrhvthmogenic right ventricular dysplasia

Patent; PANACEA BIOTEC LTD; WO2007/54975; (2007); (A1) English, View in Reaxys

arteriosclerosis

Patent; PANACEA BIOTEC LTD; WO2007/54975; (2007); (A1) English, View in Reaxys

arteriovenous malformations

Patent; PANACEA BIOTEC LTD; WO2007/54975; (2007); (A1) English, View in Reaxys

atrial fibrillation

Patent; PANACEA BIOTEC LTD; WO2007/54975; (2007); (A1) English, View in Reaxys

Behcet syndrome

Patent; PANACEA BIOTEC LTD; WO2007/54975; (2007); (A1) English, View in Reaxys

bradycardia

Patent; PANACEA BIOTEC LTD; WO2007/54975; (2007); (A1) English, View in Reaxys

cardiac tamponade

Patent; PANACEA BIOTEC LTD; WO2007/54975; (2007); (A1) English, View in Reaxys

cardiomegaly

Patent; PANACEA BIOTEC LTD; WO2007/54975; (2007); (A1) English, View in Reaxys

cardiomyopathy

Patent; PANACEA BIOTEC LTD; WO2007/54975; (2007); (A1) English, View in Reaxys

dilated cardiomyopathy

Patent; PANACEA BIOTEC LTD; WO2007/54975; (2007); (A1) English, View in Reaxys

hypertrophic cardiomyopathy

Patent; PANACEA BIOTEC LTD; WO2007/54975; (2007); (A1) English, View in Reaxys

restrictive cardiovascular diseases

Patent; PANACEA BIOTEC LTD; WO2007/54975; (2007); (A1) English, View in Reaxys

carotid stenosis

Patent; PANACEA BIOTEC LTD; WO2007/54975; (2007); (A1) English, View in Reaxys

cerebral hemorrhage

Patent; PANACEA BIOTEC LTD; WO2007/54975; (2007); (A1) English, View in Reaxys

Churg-Strauss syndrome

Patent; PANACEA BIOTEC LTD; WO2007/54975; (2007); (A1) English, View in Reaxys

Ebstein's anomaly

Patent; PANACEA BIOTEC LTD; WO2007/54975; (2007); (A1) English, View in Reaxys

Eisenmenger complex

Patent; PANACEA BIOTEC LTD; WO2007/54975; (2007); (A1) English, View in Reaxys

embolism

Patent; PANACEA BIOTEC LTD; WO2007/54975; (2007); (A1) English, View in Reaxys

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endocarditis

Patent; PANACEA BIOTEC LTD; WO2007/54975; (2007); (A1) English, View in Reaxys

bacterial fibromuscular dysplasia

Patent; PANACEA BIOTEC LTD; WO2007/54975; (2007); (A1) English, View in Reaxys

heart block

Patent; PANACEA BIOTEC LTD; WO2007/54975; (2007); (A1) English, View in Reaxys

congenital heart diseases

Patent; PANACEA BIOTEC LTD; WO2007/54975; (2007); (A1) English, View in Reaxys

heart valve diseases

Patent; PANACEA BIOTEC LTD; WO2007/54975; (2007); (A1) English, View in Reaxys

hematoma

Patent; PANACEA BIOTEC LTD; WO2007/54975; (2007); (A1) English, View in Reaxys

ubdural HippelLindau disease

Patent; PANACEA BIOTEC LTD; WO2007/54975; (2007); (A1) English, View in Reaxys

hyperemia

Patent; PANACEA BIOTEC LTD; WO2007/54975; (2007); (A1) English, View in Reaxys

hypertrophy

Patent; PANACEA BIOTEC LTD; WO2007/54975; (2007); (A1) English, View in Reaxys

hypoplastic syndrome

Patent; PANACEA BIOTEC LTD; WO2007/54975; (2007); (A1) English, View in Reaxys

intermittent claudication

Patent; PANACEA BIOTEC LTD; WO2007/54975; (2007); (A1) English, View in Reaxys

Klippel-Trenaunay- Weber syndrome

Patent; PANACEA BIOTEC LTD; WO2007/54975; (2007); (A1) English, View in Reaxys

lateral medullary syndrome

Patent; PANACEA BIOTEC LTD; WO2007/54975; (2007); (A1) English, View in Reaxys

long QT syndrome

Patent; PANACEA BIOTEC LTD; WO2007/54975; (2007); (A1) English, View in Reaxys

microvascular angina

Patent; PANACEA BIOTEC LTD; WO2007/54975; (2007); (A1) English, View in Reaxys

mitral valve prolapse

Patent; PANACEA BIOTEC LTD; WO2007/54975; (2007); (A1) English, View in Reaxys

moyamoya disease

Patent; PANACEA BIOTEC LTD; WO2007/54975; (2007); (A1) English, View in Reaxys

mucocutaneous lymph node syndrome

Patent; PANACEA BIOTEC LTD; WO2007/54975; (2007); (A1) English, View in Reaxys

myocardial ischemia

Patent; PANACEA BIOTEC LTD; WO2007/54975; (2007); (A1) English, View in Reaxys

myocarditis

Patent; PANACEA BIOTEC LTD; WO2007/54975; (2007); (A1) English, View in Reaxys

peripheral vascular diseases

Patent; PANACEA BIOTEC LTD; WO2007/54975; (2007); (A1) English, View in Reaxys

Phlebitis

Patent; PANACEA BIOTEC LTD; WO2007/54975; (2007); (A1) English, View in Reaxys

polyarteritis

Patent; PANACEA BIOTEC LTD; WO2007/54975; (2007); (A1) English, View in Reaxys

nodosa

Patent; PANACEA BIOTEC LTD; WO2007/54975; (2007); (A1) English, View in Reaxys

pulmonary atresia

Patent; PANACEA BIOTEC LTD; WO2007/54975; (2007); (A1) English, View in Reaxys

Raynaud disease

Patent; PANACEA BIOTEC LTD; WO2007/54975; (2007); (A1) English, View in Reaxys

Sneddon syndrome

Patent; PANACEA BIOTEC LTD; WO2007/54975; (2007); (A1) English, View in Reaxys

superior vena cava syndrome

Patent; PANACEA BIOTEC LTD; WO2007/54975; (2007); (A1) English, View in Reaxys

tachycardia

Patent; PANACEA BIOTEC LTD; WO2007/54975; (2007); (A1) English, View in Reaxys

Takayasu's arteritis

Patent; PANACEA BIOTEC LTD; WO2007/54975; (2007); (A1) English, View in Reaxys

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telangiectasia

Patent; PANACEA BIOTEC LTD; WO2007/54975; (2007); (A1) English, View in Reaxys

hereditary hemorrhagic

Patent; PANACEA BIOTEC LTD; WO2007/54975; (2007); (A1) English, View in Reaxys

temporal arteritis

Patent; PANACEA BIOTEC LTD; WO2007/54975; (2007); (A1) English, View in Reaxys

tetralogy of fallot

Patent; PANACEA BIOTEC LTD; WO2007/54975; (2007); (A1) English, View in Reaxys

thromboangiitis obliterans

Patent; PANACEA BIOTEC LTD; WO2007/54975; (2007); (A1) English, View in Reaxys

thrombosis

Patent; PANACEA BIOTEC LTD; WO2007/54975; (2007); (A1) English, View in Reaxys

tricuspid atresia

Patent; PANACEA BIOTEC LTD; WO2007/54975; (2007); (A1) English, View in Reaxys

varicose veins

Patent; PANACEA BIOTEC LTD; WO2007/54975; (2007); (A1) English, View in Reaxys

vascular diseases

Patent; PANACEA BIOTEC LTD; WO2007/54975; (2007); (A1) English, View in Reaxys

Vasculitis

Patent; PANACEA BIOTEC LTD; WO2007/54975; (2007); (A1) English, View in Reaxys

vasospasm

Patent; PANACEA BIOTEC LTD; WO2007/54975; (2007); (A1) English, View in Reaxys

intracranial

Patent; PANACEA BIOTEC LTD; WO2007/54975; (2007); (A1) English, View in Reaxys

ventricular fibrillation

Patent; PANACEA BIOTEC LTD; WO2007/54975; (2007); (A1) English, View in Reaxys

Williams syndrome

Patent; PANACEA BIOTEC LTD; WO2007/54975; (2007); (A1) English, View in Reaxys

Wolff-ParkinsonWhite syndrome

Patent; PANACEA BIOTEC LTD; WO2007/54975; (2007); (A1) English, View in Reaxys

Parkinson's disease

Patent; PANACEA BIOTEC LTD; WO2007/54975; (2007); (A1) English, View in Reaxys

Alzheimer's disease

Patent; PANACEA BIOTEC LTD; WO2007/54975; (2007); (A1) English, View in Reaxys

Multiple sclerosis

Patent; PANACEA BIOTEC LTD; WO2007/54975; (2007); (A1) English, View in Reaxys

Neuropathies

Patent; PANACEA BIOTEC LTD; WO2007/54975; (2007); (A1) English, View in Reaxys

Huntington's disease

Patent; PANACEA BIOTEC LTD; WO2007/54975; (2007); (A1) English, View in Reaxys

Amyotrophic lateral sclerosis (ALS)

Patent; PANACEA BIOTEC LTD; WO2007/54975; (2007); (A1) English, View in Reaxys

Metabolic disorder

Patent; PANACEA BIOTEC LTD; WO2007/54975; (2007); (A1) English, View in Reaxys

Renal disorder

Patent; PANACEA BIOTEC LTD; WO2007/54975; (2007); (A1) English, View in Reaxys

non-selective MAO inhibitor; inhibit or affect the activity of monoamine oxidase in the brain

Patent; SHELDON, Leslie James; WO2005/53703; (2005); (A1) English, View in Reaxys

psychiatric disorders

Patent; SHELDON, Leslie James; WO2005/53703; (2005); (A1) English, View in Reaxys

neurodegenerative disorder

Patent; SHELDON, Leslie James; WO2005/53703; (2005); (A1) English, View in Reaxys

dementia

Patent; SHELDON, Leslie James; WO2005/53703; (2005); (A1) English, View in Reaxys

cortical dementia

Patent; SHELDON, Leslie James; WO2005/53703; (2005); (A1) English, View in Reaxys

fronto-temporal dementia

Patent; SHELDON, Leslie James; WO2005/53703; (2005); (A1) English, View in Reaxys

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Alzheimer's dementia

Patent; SHELDON, Leslie James; WO2005/53703; (2005); (A1) English, View in Reaxys

lewy body dementia

Patent; SHELDON, Leslie James; WO2005/53703; (2005); (A1) English, View in Reaxys

progressive dementia

Patent; SHELDON, Leslie James; WO2005/53703; (2005); (A1) English, View in Reaxys

vascular dementia

Patent; SHELDON, Leslie James; WO2005/53703; (2005); (A1) English, View in Reaxys

multi-infarct dementia

Patent; SHELDON, Leslie James; WO2005/53703; (2005); (A1) English, View in Reaxys

drug-or alcoholrelated dementia

Patent; SHELDON, Leslie James; WO2005/53703; (2005); (A1) English, View in Reaxys

Parkinson's-related dementia

Patent; SHELDON, Leslie James; WO2005/53703; (2005); (A1) English, View in Reaxys

depressive disorders

Patent; SHELDON, Leslie James; WO2005/53703; (2005); (A1) English, View in Reaxys

unipolar or major depression

Patent; SHELDON, Leslie James; WO2005/53703; (2005); (A1) English, View in Reaxys

dysthymia

Patent; SHELDON, Leslie James; WO2005/53703; (2005); (A1) English, View in Reaxys

bipolar disorder

Patent; SHELDON, Leslie James; WO2005/53703; (2005); (A1) English, View in Reaxys

behavioral disorder

Patent; SHELDON, Leslie James; WO2005/53703; (2005); (A1) English, View in Reaxys

apathy

Patent; SHELDON, Leslie James; WO2005/53703; (2005); (A1) English, View in Reaxys

Reaxys ID 3914576 View in Reaxys

HN H

2/9 CAS Registry Number: 66-05-7 Chemical Name: Pheniprazine hydrochloride; (+-)-(1-methyl-2phenyl-ethyl)-hydrazine; hydrochloride; (+-)-(1-Methyl-2-phenylaethyl)-hydrazin; Hydrochlorid; pheniprazine Linear Structure Formula: C9H14N2*ClH Molecular Formula: C9H14N2*ClH Molecular Weight: 186.684 Type of Substance: isocyclic InChI Key: HXCTUSBYMZQLKB-UHFFFAOYSA-N Note:

NH 2 Cl

H

Substance Label (2) Label References 2j

Zhang, Jinzhu; Yin, Zhiwei; Leonard, Patrick; Wu, Jing; Sioson, Kate; Liu, Che; Lapo, Robert; Zheng, Shengping; Angewandte Chemie - International Edition; vol. 52; nb. 6; (2013); p. 1753 - 1757; Angew. Chem.; vol. 125; nb. 6; (2013); p. 1797 - 1801,5, View in Reaxys

Tab.II

Anderson,F.E. et al.; Journal of Medicinal and Pharmaceutical Chemistry; vol. 5; nb. 2; (1962); p. 221 - 230, View in Reaxys

Patent-Specific Data (1) Location in Patent References Claim

Patent; Tam, Peter; Gesundheit, Neil; Wilson, Leland F.; US2002/161016; (2002); (A1) English, View in Reaxys

Melting Point (4) 1 of 4

Melting Point [°C]

122 - 124

Kauffmann,T. et al.; Chemische Berichte; vol. 98; (1965); p. 904 - 911, View in Reaxys

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2 of 4

Melting Point [°C]

116 - 118

Solvent (Melting Point)

propan-2-ol

Anderson,F.E. et al.; Journal of Medicinal and Pharmaceutical Chemistry; vol. 5; nb. 2; (1962); p. 221 - 230, View in Reaxys 3 of 4

Melting Point [°C]

118.5 - 119

Yashunskii,V.G.; Vasil'eva,V.G.; J. Gen. Chem. USSR (Engl. Transl.); vol. 30; (1960); p. 2754 - 2756,2736 - 2738, View in Reaxys 4 of 4

Melting Point [°C]

124 - 125

Solvent (Melting Point)

acetonitrile

Biel et al.; Journal of the American Chemical Society; vol. 81; (1959); p. 2805,2810, 2813, View in Reaxys Pharmacological Data (1) 1 of 1

Comment (Pharmacological Data)

Bioactivities present

Kauffmann,T. et al.; Chemische Berichte; vol. 98; (1965); p. 904 - 911, View in Reaxys; Anderson,F.E. et al.; Journal of Medicinal and Pharmaceutical Chemistry; vol. 5; nb. 2; (1962); p. 221 - 230, View in Reaxys; Patent; Tam, Peter; Gesundheit, Neil; Wilson, Leland F.; US2002/161016; (2002); (A1) English, View in Reaxys; Yashunskii,V.G.; Vasil'eva,V.G.; J. Gen. Chem. USSR (Engl. Transl.); vol. 30; (1960); p. 2754 - 2756,2736 - 2738, View in Reaxys; Biel et al.; Journal of the American Chemical Society; vol. 81; (1959); p. 2805,2810, 2813, View in Reaxys; Zhang, Jinzhu; Yin, Zhiwei; Leonard, Patrick; Wu, Jing; Sioson, Kate; Liu, Che; Lapo, Robert; Zheng, Shengping; Angewandte Chemie - International Edition; vol. 52; nb. 6; (2013); p. 1753 - 1757; Angew. Chem.; vol. 125; nb. 6; (2013); p. 1797 - 1801,5, View in Reaxys; Niemegeers; Lenaerts; Artois; Janssen; Archives Internationales de Pharmacodynamie et de Therapie; vol. 227; nb. 2; (1977); p. 238 - 253, View in Reaxys; Hsu; Huang; Waters; Journal of medicinal chemistry; vol. 16; nb. 5; (1973); p. 450 - 452, View in Reaxys; ; (2012); Type: Review, Lab: EFF_071212, Owner: EFFECT, Number: 000, Revision: 07.12.2012 00:00:00, View in Reaxys

Reaxys ID 3197503 View in Reaxys

HN

3/9 CAS Registry Number: 55-52-7; 52031-11-5 Chemical Name: ((S)-1-methyl-2-phenyl-ethyl)-hydrazine; ((S)-1-Methyl-2-phenyl-aethyl)-hydrazin Linear Structure Formula: C9H14N2 Molecular Formula: C9H14N2 Molecular Weight: 150.224 Type of Substance: isocyclic InChI Key: VXTWEDPZMSVFEF-QMMMGPOBSA-N Note:

NH 2

H

Boiling Point (1) Boiling Point [°C] 135 - 138

Pressure (Boiling Point) [Torr]

References

10

Biel et al.; Journal of the American Chemical Society; vol. 81; (1959); p. 4995, View in Reaxys

Refractive Index (1) Refractive Index Wavelength (Refractive Index) [nm]

Temperature (Refractive Index) [°C]

References

1.5385

20

Biel et al.; Journal of the American Chemical Society; vol. 81; (1959); p. 4995, View in Reaxys

589

Optical Rotatory Power (1) 1 of 1

Type (Optical Rotatory Power)

[alpha]

Concentration (Optical Rotatory Power)

c=5

Solvent (Optical Rotatory Power)

methanol

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Optical Rotatory Power [deg]

4.5

Wavelength (Optical Ro- 589 tatory Power) [nm] Temperature (Optical Rotatory Power) [°C]

25

Biel et al.; Journal of the American Chemical Society; vol. 81; (1959); p. 4995, View in Reaxys Mass Spectrometry (1) Location References Page/Page column 11

Patent; BASF SE; US2012/123155; (2012); (A1) English, View in Reaxys

Reaxys ID 3197504 View in Reaxys

HN

4/9 CAS Registry Number: 55-52-7; 52031-11-5 Chemical Name: ((R)-1-methyl-2-phenyl-ethyl)-hydrazine; ((R)-1-Methyl-2-phenyl-aethyl)-hydrazin Linear Structure Formula: C9H14N2 Molecular Formula: C9H14N2 Molecular Weight: 150.224 Type of Substance: isocyclic InChI Key: VXTWEDPZMSVFEF-MRVPVSSYSA-N Note:

NH 2

H

Boiling Point (1) Boiling Point [°C] 135 - 138

Pressure (Boiling Point) [Torr]

References

10

Biel et al.; Journal of the American Chemical Society; vol. 81; (1959); p. 4995, View in Reaxys

Refractive Index (1) Refractive Index Wavelength (Refractive Index) [nm]

Temperature (Refractive Index) [°C]

References

1.5385

20

Biel et al.; Journal of the American Chemical Society; vol. 81; (1959); p. 4995, View in Reaxys

589

Optical Rotatory Power (1) 1 of 1

Type (Optical Rotatory Power)

[alpha]

Concentration (Optical Rotatory Power)

c=5

Solvent (Optical Rotatory Power)

methanol

Optical Rotatory Power [deg]

-4.5

Wavelength (Optical Ro- 589 tatory Power) [nm] Temperature (Optical Rotatory Power) [°C]

25

Biel et al.; Journal of the American Chemical Society; vol. 81; (1959); p. 4995, View in Reaxys

Reaxys ID 3914574 View in Reaxys

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5/9

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HN

CAS Registry Number: 66-05-7; 15573-15-6; 54779-57-6 Chemical Name: ((S)-1-methyl-2-phenyl-ethyl)-hydrazine; hydrochloride; ((S)-1-Methyl-2-phenyl-aethyl)-hydrazin; Hydrochlorid Linear Structure Formula: C9H14N2*ClH Molecular Formula: C9H14N2*ClH Molecular Weight: 186.684 Type of Substance: isocyclic InChI Key: HXCTUSBYMZQLKB-QRPNPIFTSA-N Note:

NH 2

H

Cl

H

Melting Point (3) 1 of 3

Melting Point [°C]

152 - 154

Solvent (Melting Point)

propan-2-ol

Biel et al.; Journal of the American Chemical Society; vol. 81; (1959); p. 4995, View in Reaxys 2 of 3

Melting Point [°C]

152 - 154

Solvent (Melting Point)

acetonitrile

Biel et al.; Journal of the American Chemical Society; vol. 81; (1959); p. 4995, View in Reaxys 3 of 3

Melting Point [°C]

148 - 149

Bernstein et al.; Journal of the American Chemical Society; vol. 81; (1959); p. 4433, View in Reaxys Optical Rotatory Power (2) 1 of 2

Type (Optical Rotatory Power)

[alpha]

Concentration (Optical Rotatory Power)

c=1

Solvent (Optical Rotatory Power)

H2O

Optical Rotatory Power [deg]

13.8

Wavelength (Optical Ro- 589 tatory Power) [nm] Temperature (Optical Rotatory Power) [°C]

25

Bernstein et al.; Journal of the American Chemical Society; vol. 81; (1959); p. 4433, View in Reaxys 2 of 2

Type (Optical Rotatory Power)

[alpha]

Concentration (Optical Rotatory Power)

c=5

Solvent (Optical Rotatory Power)

H2O

Optical Rotatory Power [deg]

12.8

Wavelength (Optical Ro- 589 tatory Power) [nm] Temperature (Optical Rotatory Power) [°C]

25

Biel et al.; Journal of the American Chemical Society; vol. 81; (1959); p. 4995, View in Reaxys

Reaxys ID 3914575 View in Reaxys

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6/9

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2016-06-08 10:32:18


HN

CAS Registry Number: 66-05-7; 15573-15-6; 54779-57-6 Chemical Name: ((R)-1-methyl-2-phenyl-ethyl)-hydrazine; hydrochloride; ((R)-1-Methyl-2-phenyl-aethyl)-hydrazin; Hydrochlorid Linear Structure Formula: C9H14N2*ClH Molecular Formula: C9H14N2*ClH Molecular Weight: 186.684 Type of Substance: isocyclic InChI Key: HXCTUSBYMZQLKB-DDWIOCJRSA-N Note:

NH 2

H

Cl

H

Melting Point (3) 1 of 3

Melting Point [°C]

152 - 154

Solvent (Melting Point)

propan-2-ol

Biel et al.; Journal of the American Chemical Society; vol. 81; (1959); p. 4995, View in Reaxys 2 of 3

Melting Point [°C]

152 - 154

Solvent (Melting Point)

acetonitrile

Biel et al.; Journal of the American Chemical Society; vol. 81; (1959); p. 4995, View in Reaxys 3 of 3

Melting Point [°C]

148 - 149

Bernstein et al.; Journal of the American Chemical Society; vol. 81; (1959); p. 4433, View in Reaxys Optical Rotatory Power (2) 1 of 2

Type (Optical Rotatory Power)

[alpha]

Concentration (Optical Rotatory Power)

c=1

Solvent (Optical Rotatory Power)

H2O

Optical Rotatory Power [deg]

-14

Wavelength (Optical Ro- 589 tatory Power) [nm] Temperature (Optical Rotatory Power) [°C]

25

Bernstein et al.; Journal of the American Chemical Society; vol. 81; (1959); p. 4433, View in Reaxys 2 of 2

Type (Optical Rotatory Power)

[alpha]

Concentration (Optical Rotatory Power)

c=5

Solvent (Optical Rotatory Power)

H2O

Optical Rotatory Power [deg]

-12.5

Wavelength (Optical Ro- 589 tatory Power) [nm] Temperature (Optical Rotatory Power) [°C]

25

Biel et al.; Journal of the American Chemical Society; vol. 81; (1959); p. 4995, View in Reaxys

Reaxys ID 642974 View in Reaxys

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7/9

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2016-06-08 10:32:18


14CH

Derivative (1) Comment (Derivative) *HCl:F: 113-116grad(aus Acetonitril)

H N

Chemical Name: 2-Phenyl-isopropylhydrazin-1-14C Linear Structure Formula: C8 (14)CH14N2 Molecular Formula: C9H14N2 Molecular Weight: 152.213 Type of Substance: isocyclic InChI Key: VXTWEDPZMSVFEF-PPJXEINESA-N Note:

NH 2

References Eberson; Acta Chemica Scandinavica (1947-1973); vol. 17; (1963); p. 2349, View in Reaxys

Reaxys ID 6787300 View in Reaxys H N

NH 2

8/9

HO

Linear Structure Formula: C9H14N2*C2H2O4 Molecular Formula: C2H2O4*C9H14N2 Molecular Weight: 240.259 Type of Substance: isocyclic InChI Key: OZQVYCAIYOMQBM-UHFFFAOYSA-N Note:

O

O

OH

Melting Point (1) 1 of 1

Melting Point [°C]

172

Solvent (Melting Point)

ethanol

Kauffmann,T. et al.; Chemische Berichte; vol. 98; (1965); p. 904 - 911, View in Reaxys

Reaxys ID 25091446 View in Reaxys H N

9/9 Linear Structure Formula: C9H14N2*C10H12N2 Molecular Formula: C9H14N2*C10H12N2 Molecular Weight: 310.442 InChI Key: QTEJWXOAPILVRM-UHFFFAOYSA-N Note:

H 2N NH 2

HN

Pharmacological Data (1) 1 of 1

Comment (Pharmacological Data)

Bioactivities present

Lahti; Platz; McAllister; Journal of medicinal chemistry; vol. 13; nb. 4; (1970); p. 681 - 683, View in Reaxys

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