Title: Pheniprazine
CAS Registry Number: 55-52-7
CAS Name: (1-Methyl-2-phenylethyl)hydrazine
Synonyms: (a-methylphenethyl)hydrazine; (1-benzylethyl)hydrazine; 1-phenyl-2-hydrazinopropane; b-phenylisopropylhydrazine; PIH
Molecular Formula: C9H14N2
Molecular Weight: 150.22
Percent Composition: C 71.96%, H 9.39%, N 18.65%
Line Formula: C6H5CH2CH(CH3)NHNH2
Literature References: Prepn of DL-form: Biel
et al., J. Am. Chem. Soc. 80, 1519 (1958);
81, 2805 (1959); Biel,
US 2978461 and
US 3000903 (both to Lakeside). Resolution of stereoisomers: Bernstein
et al., J. Am. Chem. Soc. 81, 4433 (1959). Synthesis: Biel
et al., ibid. 4995.
Derivative Type: DL-Form
CAS Registry Number: 52031-11-5
Properties: Liquid, bp0.5 82-86°.
nD20 1.5401.
Boiling point: bp0.5 82-86°
Index of refraction: nD20 1.5401
Derivative Type: DL-Form hydrochloride
CAS Registry Number: 54779-57-6
Manufacturers' Codes: JB-516
Trademarks: Catral; Catron; Catroniazid; Cavodil
Molecular Formula: C9H14N2.HCl
Molecular Weight: 186.68
Percent Composition: C 57.90%, H 8.10%, N 15.01%, Cl 18.99%
Properties: Crystals, mp 124-125°.
Melting point: mp 124-125°
Derivative Type: D-Form
Properties: bp10 135-138°.
nD20 1.5385. [a]D25 +4.5° (c = 5 in methanol).
Boiling point: bp10 135-138°
Optical Rotation: [a]D25 +4.5° (c = 5 in methanol)
Index of refraction: nD20 1.5385
Derivative Type: D-Form hydrochloride
Properties: Crystals, mp 152-154°. [a]D25 +12.8° (c = 5 in water); also reported as mp 148-149°, [a]D25 +13.8° (c = 1 in water).
Melting point: mp 152-154°; mp 148-149°
Optical Rotation: [a]D25 +12.8° (c = 5 in water); [a]D25 +13.8° (c = 1 in water)
Derivative Type: L-Form
Properties: bp10 135-138°.
nD20 1.5385. [a]D25 -4.5° (c = 5 in methanol).
Boiling point: bp10 135-138°
Optical Rotation: [a]D25 -4.5° (c = 5 in methanol)
Index of refraction: nD20 1.5385
Derivative Type: L-Form hydrochloride
Properties: Crystals, mp 152-154°. [a]D25 -12.5° (c = 5 in water); also reported as mp 148-149°, [a]D25 -14.0° (c = 1.0 in water).
Melting point: mp 152-154°; mp 148-149°
Optical Rotation: [a]D25 -12.5° (c = 5 in water); [a]D25 -14.0° (c = 1.0 in water)
Therap-Cat: Antihypertensive.
Keywords: Antihypertensive; Hydrazines/Phthalazines.
Status: This monograph has been retired and is no longer subject to revision or update.