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MedKoo Cat#: 596190 | Name: Pheniprazine hydrochloride

Description:

WARNING: This product is for research use only, not for human or veterinary use.

Pheniprazine is an irreversible and nonselective monoamine oxidase inhibitor (MAOI) of the hydrazine chemical class that was used as an antidepressant in the 1960s. It was also used in the treatment of angina pectoris and schizophrenia. Pheniprazine has been largely discontinued due to toxicity concerns such as jaundice, amblyopia, and optic neuritis.

Chemical Structure

Pheniprazine hydrochloride
Pheniprazine hydrochloride
CAS#66-05-7 (HCl)

Theoretical Analysis

MedKoo Cat#: 596190

Name: Pheniprazine hydrochloride

CAS#: 66-05-7 (HCl)

Chemical Formula: C9H15ClN2

Exact Mass: 186.0924

Molecular Weight: 186.68

Elemental Analysis: C, 57.91; H, 8.10; Cl, 18.99; N, 15.01

Price and Availability

This product is currently not in stock but may be available through custom synthesis. To ensure cost efficiency, the minimum order quantity is 1 gram. The estimated lead time is 2 to 4 months, with pricing dependent on the complexity of the synthesis (typically high for intricate chemistries). Quotes for quantities below 1 gram will not be provided. To request a quote, please click the button below. Note: If this product becomes available in stock in the future, pricing will be listed accordingly.
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Related CAS #
66-05-7 (HCl) 55-52-7 (free base)
Synonym
Pheniprazine hydrochloride; CCRIS 1417; NSC 17766; NSC-17766; NSC17766; Pheniprazine HCl; Phenylisopropylhydrazine hydrochloride;
IUPAC/Chemical Name
(1-phenylpropan-2-yl)hydrazine hydrochloride
InChi Key
HXCTUSBYMZQLKB-UHFFFAOYSA-N
InChi Code
InChI=1S/C9H14N2.ClH/c1-8(11-10)7-9-5-3-2-4-6-9;/h2-6,8,11H,7,10H2,1H3;1H
SMILES Code
NNC(C)CC1=CC=CC=C1.[H]Cl
Appearance
Solid powder
Purity
>98% (or refer to the Certificate of Analysis)
Shipping Condition
Shipped under ambient temperature as non-hazardous chemical. This product is stable enough for a few weeks during ordinary shipping and time spent in Customs.
Storage Condition
Dry, dark and at 0 - 4 C for short term (days to weeks) or -20 C for long term (months to years).
Solubility
Soluble in DMSO
Shelf Life
>2 years if stored properly
Drug Formulation
This drug may be formulated in DMSO
Stock Solution Storage
0 - 4 C for short term (days to weeks), or -20 C for long term (months).
HS Tariff Code
2934.99.9001
More Info

Preparing Stock Solutions

The following data is based on the product molecular weight 186.68 Batch specific molecular weights may vary from batch to batch due to the degree of hydration, which will affect the solvent volumes required to prepare stock solutions.

Recalculate based on batch purity %
Concentration / Solvent Volume / Mass 1 mg 5 mg 10 mg
1 mM 1.15 mL 5.76 mL 11.51 mL
5 mM 0.23 mL 1.15 mL 2.3 mL
10 mM 0.12 mL 0.58 mL 1.15 mL
50 mM 0.02 mL 0.12 mL 0.23 mL
1: Matveychuk D, Nunes E, Ullah N, Aldawsari FS, Velázquez-Martínez CA, Baker GB. Elevation of rat brain tyrosine levels by phenelzine is mediated by its active metabolite β-phenylethylidenehydrazine. Prog Neuropsychopharmacol Biol Psychiatry. 2014 Aug 4;53:67-73. doi: 10.1016/j.pnpbp.2014.02.011. Epub 2014 Mar 6. PubMed PMID: 24607770. 2: Ramadan ZB, Wrang ML, Tipton KF. Species differences in the selective inhibition of monoamine oxidase (1-methyl-2-phenylethyl)hydrazine and its potentiation by cyanide. Neurochem Res. 2007 Oct;32(10):1783-90. Epub 2007 Apr 3. PubMed PMID: 17404836. 3: Sowa B, Rauw G, Davood A, Fassihi A, Knaus EE, Baker GB. Design and biological evaluation of phenyl-substituted analogs of beta-phenylethylidenehydrazine. Bioorg Med Chem. 2005 Jul 15;13(14):4389-95. PubMed PMID: 15927473. 4: Ramadan ZB, Dostert P, Tipton KF. Some peculiar aspects of monoamine oxidase inhibition. Neurobiology (Bp). 1999;7(2):159-74. PubMed PMID: 10591050. 5: Lewis AJ, Kerenyi NA, Feuer G. Neuropharmacology of pineal secretions. Drug Metabol Drug Interact. 1990;8(3-4):247-312. Review. PubMed PMID: 2099892. 6: Baker GB, Coutts RT. Metabolism of monoamine oxidase inhibitors. Prog Neuropsychopharmacol Biol Psychiatry. 1989;13(3-4):395-403. Review. PubMed PMID: 2664891. 7: Foster BC, Coutts RT, Pasutto FM, Mozayani A. Microbial metabolism of phenelzine and pheniprazine. Life Sci. 1988;42(3):285-92. PubMed PMID: 2892108. 8: Mozayani A, Coutts RT, Danielson T. Gas chromatographic analysis of monoalkylhydrazines. J Chromatogr. 1987 Dec 25;423:131-7. PubMed PMID: 3443642. 9: Fagervall I, Ross SB. Inhibition of monoamine oxidase in monoaminergic neurones in the rat brain by irreversible inhibitors. Biochem Pharmacol. 1986 Apr 15;35(8):1381-7. PubMed PMID: 2870717. 10: Szadowska A, Mazur M, Szmigielski A, Szmigielska H, Winer A. [Heterocyclic amine derivatives - analogs of mebanazine, pheniprazine and phenelzine. II. Studies on the effect, on the central nervous system, of derivatives of perhydroazepine, perhydro-1,4-diazepine, perhydro-1,4-oxazepine, perhydro-1,5-oxazocine and morpholine-containing arylalkyloamine groups]. Acta Pol Pharm. 1983;40(1):111-8. Polish. PubMed PMID: 6136156. 11: Dorris RL. A simple method for screening monoamine oxidase (MAO) inhibitory drugs for type preference. J Pharmacol Methods. 1982 Mar;7(2):133-7. PubMed PMID: 7098495. 12: Cristofoli WA, Baker GB, Coutts RT. Amphetamine in rat brain and urine after administration of pheniprazine. Proc West Pharmacol Soc. 1982;25:129-31. PubMed PMID: 6126879. 13: Colpaert FC, Niemegeers CJ, Janssen PA. Evidence that a preferred substrate for type B monoamine oxidase mediates stimulus properties of MAO inhibitors: a possible role for beta-phenylethylamine in the cocaine cue. Pharmacol Biochem Behav. 1980 Oct;13(4):513-7. PubMed PMID: 6107935. 14: Ross SB, Ask AL. Structural requirements for uptake into serotoninergic neurones. Acta Pharmacol Toxicol (Copenh). 1980 Apr;46(4):270-7. PubMed PMID: 7368945. 15: Kawaguchi M. [Studies on As2O3-induced rabbit hypothermia and brain monoamines (author's transl)]. Nihon Yakurigaku Zasshi. 1980 Jan;76(1):77-92. Japanese. PubMed PMID: 6155319. 16: Finazzi-Agrò A, Floris G, Fadda MB, Crifò C. Inhibition of diamine oxidase by antihistaminic agents and related drugs. Agents Actions. 1979 Aug;9(3):244-7. PubMed PMID: 115254. 17: Colasanti BK, Bárány EH. Potentiation of the mydriatic effect of norepinephrine in the rabbit after monoamine oxidase inhibition. Invest Ophthalmol Vis Sci. 1979 Feb;18(2):200-3. PubMed PMID: 33123. 18: Hollingworth RM, Leister J, Ghali G. Mode of action of formamidine pesticides: an evaluation of monoamine oxidase as the target. Chem Biol Interact. 1979 Jan;24(1):35-49. PubMed PMID: 428001. 19: Pohto P. Experimental aggression and bruxism in rats. Acta Odontol Scand. 1979;37(2):117-26. PubMed PMID: 220835. 20: Quock RM, Weick BG. p-Chloroamphetamine-induced hyperthermia pharmacologically distinct from fenfluramine-induced hyperthermia. J Pharm Pharmacol. 1979 Jan;31(1):27-32. PubMed PMID: 32362.

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CLIK-148

CLIK-148