PRIFINIUM

Details

Stereochemistry	RACEMIC
Molecular Formula	C22H28N
Molecular Weight	306.4644
Optical Activity	( + / - )
Defined Stereocenters	0 / 2
E/Z Centers	0
Charge	1

SHOW SMILES / InChI

Structure Search

SMILES

CC[N+]1(CC)CCC(C1C)=C(C2=CC=CC=C2)C3=CC=CC=C3

InChI

InChIKey=ZYEPZINLLPPBMI-UHFFFAOYSA-N

InChI=1S/C22H28N/c1-4-23(5-2)17-16-21(18(23)3)22(19-12-8-6-9-13-19)20-14-10-7-11-15-20/h6-15,18H,4-5,16-17H2,1-3H3/q+1

HIDE SMILES / InChI

Description
Sources: https://www.drugs.com/international/prifinium-bromide.html
Curator's Comment: description was created based on several sources, including http://www.rlsnet.ru/tn_index_id_6544.htm

Prifinium bromide is antimuscarinic drug, which has antispasmodic, antiemetic effect. Prifinium bromideis approved for pain relief in Russia, Indonesia, Iraq, Tunisia and other countries.

CNS Activity

Originator

Approval Year

Targets

Primary Target	Pharmacology	Condition	Potency
Muscarinic acetylcholine receptor 162 Target ID: CHEMBL2094109 Sources: http://www.genome.jp/dbget-bin/www_bget?D01377	Antagonist 2849

Conditions

Condition	Modality	Highest Phase	Product
Pain 619 Sources: http://www.kpiraq.com/wp-content/files_mf/1425803795LefleatRiabal.pdf	Primary	Approved 8583	Reyabal Approved Use Pain due to spasm and hypermotility of the gastrointestinal tract: gastritis, gastroduodenal ulcer, enteritis, colitis, post-gastrectomy syndrome and irritable colon. Pain due to spasm and dyskinesia of the bile duct cholecystitis, and choleithiasis. Pain due to pancreatitis. Pain due to spasm of urinary tract, lithureteria, vesical tenesmus, cystitis and pyelitis.
Gastric endoscopy 2 Sources: http://www.kpiraq.com/wp-content/files_mf/1425803795LefleatRiabal.pdf	Secondary	Approved 8583	Reyabal Approved Use Premedication for gastric endoscopy and gastrointestinal radiography.
Vomiting 38 Sources: http://www.rlsnet.ru/tn_index_id_6544.htm	Primary	Approved 8583	Riabal Approved Use Vomiting (functional spasms in infants and children after feeding, with acute gastroenteritis, febrile conditions, with intracranial hypertension, after radiation therapy, with intolerance of medicines).

C_max

Value	Dose	Co-administered	Analyte	Population
6.76 ng/mL EXPERIMENT https://pubmed.ncbi.nlm.nih.gov/6134685/	60 mg single, oral dose: 60 mg route of administration: Oral experiment type: SINGLE co-administered:		PRIFINIUM serum	Homo sapiens population: HEALTHY age: ADULT sex: MALE food status: UNKNOWN

T_1/2

Value	Dose	Co-administered	Analyte	Population
2.13 h EXPERIMENT https://pubmed.ncbi.nlm.nih.gov/6134685/	7.5 mg single, intravenous dose: 7.5 mg route of administration: Intravenous experiment type: SINGLE co-administered:		PRIFINIUM serum	Homo sapiens population: HEALTHY age: ADULT sex: MALE food status: UNKNOWN
2.18 h EXPERIMENT https://pubmed.ncbi.nlm.nih.gov/6134685/	60 mg single, oral dose: 60 mg route of administration: Oral experiment type: SINGLE co-administered:		PRIFINIUM serum	Homo sapiens population: HEALTHY age: ADULT sex: MALE food status: UNKNOWN

Doses

Dose	Population	Adverse events
30 mg 3 times / day multiple, oral Studied dose Dose: 30 mg, 3 times / day Route: oral Route: multiple Dose: 30 mg, 3 times / day Sources: https://pubmed.ncbi.nlm.nih.gov/37142/	unhealthy, ADULT Health Status: unhealthy Age Group: ADULT Sex: M+F Food Status: UNKNOWN Sources: https://pubmed.ncbi.nlm.nih.gov/37142/	Sources: https://pubmed.ncbi.nlm.nih.gov/37142/

PubMed

Title	Date	PubMed
Risk management for gastrointestinal endoscopy in elderly patients: questionnaire for patients undergoing gastrointestinal endoscopy.	2010-01	20104268
Effect of fibre, antispasmodics, and peppermint oil in the treatment of irritable bowel syndrome: systematic review and meta-analysis.	2008-11-13	19008265
Pharmacological activities of 1,1-diethyl-2-methyl-3-diphenylmethylenepyrrolidinium bromide (pyrodifenium bromide).	1967-03	5299979

Patents

Sample Use Guides

In Vivo Use Guide

Tablets of Reyabal, containing 325 mg Paracetamol and 30 mg Prifinium bromide, are indicated against pain 1-2 tablets a day.

Route of Administration: Oral

In Vitro Use Guide

Prifinium bromide depressed the amplitude of muscle contraction induced by electrical stimulation of the phrenic nerve at a concentration of 50 ug/ml, while large concentrations of 100 ug/ml produced no change on muscle contraction induced by direct stimulation of the muscle.

Name

Type

Language

PRIFINIUM CATION

Preferred Name

English

PRIFINIUM

Common Name

English

3-(BENZHYDRYLIDENE)-1,1-DIETHYL-2-METHYLPYRROLIDINIUM

Systematic Name

English

Prifinium [WHO-DD]

Common Name

English

3-(DIPHENYLMETHYLENE)-1,1-DIETHYL-2-METHYLPYRROLIDINIUM, (±)-

Systematic Name

English

3-(DIPHENYLMETHYLENE)-1,1-DIETHYL-2-METHYLPYRROLIDINIUM

Systematic Name

English

PRIFINIUM ION

Common Name

English

PYRROLIDINIUM, 3-(DIPHENYLMETHYLENE)-1,1-DIETHYL-2-METHYL-

Systematic Name

English

(±)-3-(DIPHENYLMETHYLENE)-1,1-DIETHYL-2-METHYLPYRROLIDINIUM

Systematic Name

English

Classification Tree Code System Code

NCI_THESAURUS

C66880