PIROHEPTINE

Details

Stereochemistry	RACEMIC
Molecular Formula	C22H25N
Molecular Weight	303.4406
Optical Activity	( + / - )
Defined Stereocenters	0 / 1
E/Z Centers	0
Charge	0

SHOW SMILES / InChI

Structure Search

SMILES

CCN1CCC(C1C)=C2C3=C(CCC4=C2C=CC=C4)C=CC=C3

InChI

InChIKey=NKJQZSDCCLDOQH-UHFFFAOYSA-N

InChI=1S/C22H25N/c1-3-23-15-14-19(16(23)2)22-20-10-6-4-8-17(20)12-13-18-9-5-7-11-21(18)22/h4-11,16H,3,12-15H2,1-2H3

HIDE SMILES / InChI

Molecular Formula	C22H25N
Molecular Weight	303.4406
Charge	0
Count

Stereochemistry	RACEMIC
Additional Stereochemistry	No
Defined Stereocenters	0 / 1
E/Z Centers	0
Optical Activity	( + / - )

Description
Sources: www.ncbi.nlm.nih.gov/pubmed/2236897 | http://onlinelibrary.wiley.com/doi/10.1002/14356007.a19_001.pub2/full

Piroheptine is an antagonist of muscarinic acetylcholine receptors. The drug was used for the treatment of Parkinson's disease, however, it is no longer marketed.

CNS Activity

Originator

Approval Year

Targets

Primary Target	Pharmacology	Condition	Potency
Muscarinic acetylcholine receptor 160 Target ID: CHEMBL2094109 Sources: www.ncbi.nlm.nih.gov/pubmed/2236897	Antagonist 2778

Conditions

Condition	Modality	Targets	Highest Phase	Product
Parkinson's disease 226 Sources: http://onlinelibrary.wiley.com/doi/10.1002/14356007.a19_001.pub2/full	Primary		Approved 8429	TRIMOL Approved Use Unknown

PubMed

Title	Date	PubMed
Pharmacological study of piroheptine, a new antiparkinson drug. II. Anticholinergic, antihistaminic, and psychopharmacological actions and toxicity.	1972 Jun	4403219
Pharmacological study of piroheptine, a new antiparkinson drug, 3-(10,11-dihydro-5H-dibenzo(a,d)cyclohepten-5-ylidene)-1-ethyl-2-methylpyrrolidine. I. Effects on drug-induced tremor and catatonia, and on adrenergic actions.	1972 Jun	4626187
Effect of piroheptine, a new antiparkinson drug, on dopamine uptake into synaptosomes from corpus striatum of rat brain.	1972 Jun	5068358
Suppression of 1-methyl-4-phenyl-1,2,3,6-tetrahydropyridine (MPTP)-induced dopaminergic neurotoxicity in mouse brain by piroheptine and trihexyphenidyl.	1988 Feb	3258627
Biperiden and piroheptine do not affect the serum level of zotepine, a new antipsychotic drug.	1990 Jul	1975759
Effects of anticholinergic antiparkinsonian drugs on binding of muscarinic receptor subtypes in rat brain.	1990 Sep	2236897

Sample Use Guides

In Vivo Use Guide

Unknown

Route of Administration: Unknown

In Vitro Use Guide

Unknown

Substance Class	Chemical Created by `admin` on `Fri Dec 15 18:44:20 UTC 2023` Edited by `admin` on `Fri Dec 15 18:44:20 UTC 2023`
Record UNII	AR6Y753ARL
Record Status	`Validated (UNII)`
Record Version

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Name

Type

Language

PIROHEPTINE

Official Name

English

piroheptine [INN]

Common Name

English

3-(10,11-DIHYDRO-5H-DIBENZO(A,D)CYCLOHEPTEN-5-YLIDENE)-1-ETHYL-2-METHYLPYRROLIDINE

Systematic Name

English

Piroheptine [WHO-DD]

Common Name

English

PYRROLIDINE, 3-(10,11-DIHYDRO-5H-DIBENZO(A,D)CYCLOHEPTEN-5-YLIDENE)-1-ETHYL-2-METHYL-

Systematic Name

English

PIROHEPTINE [MI]

Common Name

English

Classification Tree Code System Code

NCI_THESAURUS

C38149