13-07315. Pheniprazine [Archived]

Nomenclature

CAS number: 55-52-7
(1-Methyl-2-phenylethyl)hydrazine; (α-methylphenethyl)hydrazine; (1-benzylethyl)hydrazine; 1-phenyl-2-hydrazinopropane; β-phenylisopropylhydrazine; PIH.
C9H14N2; mol wt 150.22.
C 71.96%, H 9.39%, N 18.65%.
C6H5CH2CH(CH3)NHNH2.

Description and 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

dl-Form.

Nomenclature

CAS number: 52031-11-5

Properties

Liquid, bp0.5 82-86°. nD20 1.5401.

Derivative

dl-Form hydrochloride.

Nomenclature

CAS number: 54779-57-6
JB-516; Catral; Catron; Catroniazid; Cavodil.
C9H14N2.HCl; mol wt 186.68.
C 57.90%, H 8.10%, N 15.01%, Cl 18.99%.

Properties

Crystals, mp 124-125°.

Derivative

d-Form.

Properties

bp10 135-138°. nD20 1.5385. [α]D25 +4.5° (c = 5 in methanol).

Derivative

d-Form hydrochloride.

Properties

Crystals, mp 152-154°. [α]D25 +12.8° (c = 5 in water); also reported as mp 148-149°, [α]D25 +13.8° (c = 1 in water).

Derivative

l-Form.

Properties

bp10 135-138°. nD20 1.5385. [α]D25 4.5° (c = 5 in methanol).

Derivative

l-Form hydrochloride.

Properties

Crystals, mp 152-154°. [α]D25 12.5° (c = 5 in water); also reported as mp 148-149°, [α]D25 14.0° (c = 1.0 in water).

Therapeutic Category

Antihypertensive.

Keywords

Antihypertensive; Hydrazines/Phthalazines

Status

This monograph has been retired and is no longer subject to revision or update.