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Details

Stereochemistry ABSOLUTE
Molecular Formula C26H41BrNO4.Br
Molecular Weight 591.416
Optical Activity UNSPECIFIED
Defined Stereocenters 3 / 3
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of PINAVERIUM BROMIDE

SMILES

[Br-].COC1=C(OC)C=C(C[N+]4(CCOCC[C@@H]2CC[C@H]3C[C@@H]2C3(C)C)CCOCC4)C(Br)=C1

InChI

InChIKey=IKGXLCMLVINENI-QOXGANSBSA-M
InChI=1S/C26H41BrNO4.BrH/c1-26(2)21-6-5-19(22(26)16-21)7-11-31-12-8-28(9-13-32-14-10-28)18-20-15-24(29-3)25(30-4)17-23(20)27;/h15,17,19,21-22H,5-14,16,18H2,1-4H3;1H/q+1;/p-1/t19-,21-,22-;/m0./s1

HIDE SMILES / InChI

Molecular Formula C26H41BrNO4
Molecular Weight 511.512
Charge 1
Count
Stereochemistry ABSOLUTE
Additional Stereochemistry No
Defined Stereocenters 3 / 3
E/Z Centers 0
Optical Activity UNSPECIFIED

Molecular Formula BrH
Molecular Weight 80.912
Charge 0
Count
Stereochemistry ACHIRAL
Additional Stereochemistry No
Defined Stereocenters 0 / 0
E/Z Centers 0
Optical Activity NONE

Pinaverium, known under the brand name DICETEL, is a spasmolytic agent used for functional gastrointestinal disorders. It is a quaternary ammonium compound that acts as an atypical calcium antagonist to restore normal bowel function. It is shown to relieve GI spasm and pain, transit disturbances and other symptoms related to motility disorders and may be considered as effective first-lline therapy for patients with irritable bowel syndrome (IBS). Pinaverium is also used to help relieve symptoms caused by certain disorders of the gallbladder associated with secretion of bile. Pinaverium bromide is the common ingredient in formulations, mostly as oral tablets. Although it is not a currently approved drug by the FDA, pinaverium is available in over 60 countries including Canada. DICETEL® (pinaverium bromide) is a calcium antagonist which inhibits the calcium influx by blocking the voltage-dependent calcium channel at the smooth muscle cell level. It possesses a high degree of selectivity for the intestinal smooth muscle.

Approval Year

TargetsConditions

Conditions

ConditionModalityTargetsHighest PhaseProduct
Primary
Dicetel

Approved Use

DICETEL® (pinaverium bromide) is indicated: - for the treatment and relief of symptoms associated with irritable bowel syndrome (IBS): abdominal pain, bowel disturbances and intestinal discomfort. - for the treatment of symptoms related to functional disorders of the biliary tract.
Palliative
Dicetel

Approved Use

DICETEL® (pinaverium bromide) is indicated: - for the treatment and relief of symptoms associated with irritable bowel syndrome (IBS): abdominal pain, bowel disturbances and intestinal discomfort. - for the treatment of symptoms related to functional disorders of the biliary tract.
PubMed

PubMed

TitleDatePubMed
Contraction of human colonic circular smooth muscle cells is inhibited by the calcium channel blocker pinaverium bromide.
2001 Jun
Effect of pinaverium bromide on stress-induced colonic smooth muscle contractility disorder in rats.
2003 Mar
[New approaches to diagnosing and treating hyperkinetic biliary dyskinesia associated with chronic acalculous cholecystitis].
2004
[Pinaverium bromide-induced esophageal ulcerations].
2008 Jan-Feb
Effect of four medications associated with gastrointestinal motility on Oddi sphincter in the rabbit.
2009
Irritable bowel syndrome: a mild disorder; purely symptomatic treatment.
2009 Apr
[Tiaohe Ganpi Hexin Decoction in treatment of irritable bowel syndrome with diarrhea: a randomized controlled trial].
2009 Sep
Effect of probiotic Lactobacillus (Lacidofil® cap) for the prevention of antibiotic-associated diarrhea: a prospective, randomized, double-blind, multicenter study.
2010 Dec
Patents

Patents

Sample Use Guides

The usual adult dosage is 50 mg three times a day (total daily dose of 150 mg). The dosage may be increased up to a maximum of 100 mg taken three times a day (maximum total daily dose of 300 mg). It is recommended that the tablet be taken with a glass of water during meals or snacks. The tablet should not be swallowed when in the lying position or just before bedtime.
Route of Administration: Oral
In inflamed human colons, pinaverium (1 uM) display a significant higher efficacy than diltiazem or nicardipine to reduce cell contraction induced by CCK-8 or by KCl.
Substance Class Chemical
Created
by admin
on Sat Dec 16 17:43:51 GMT 2023
Edited
by admin
on Sat Dec 16 17:43:51 GMT 2023
Record UNII
7SCF54H12J
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
PINAVERIUM BROMIDE
INN   MART.   MI   WHO-DD  
INN  
Official Name English
DICETEL
Brand Name English
PINAVERIUM BROMIDE [MART.]
Common Name English
4-(6-BROMOVERATRYL)-4-(2-(2-(6,6-DIMETHYL-2-NORPINYL)ETHOXY)ETHYL)MORPHOLINIUM BROMIDE
Systematic Name English
Pinaverium bromide [WHO-DD]
Common Name English
LAT-1717
Code English
MORPHOLINIUM, 4-((2-BROMO-4,5-DIMETHOXYPHENYL)METHYL)-4-(2-(2-(6,6-DIMETHYLBICYCLO(3.1.1)HEPT-2-YL)ETHOXY)ETHYL)-, BROMIDE (1:1)
Systematic Name English
pinaverium bromide [INN]
Common Name English
PINAVERIUM BROMIDE [MI]
Common Name English
Classification Tree Code System Code
NCI_THESAURUS C333
Created by admin on Sat Dec 16 17:43:51 GMT 2023 , Edited by admin on Sat Dec 16 17:43:51 GMT 2023
Code System Code Type Description
PUBCHEM
145721938
Created by admin on Sat Dec 16 17:43:51 GMT 2023 , Edited by admin on Sat Dec 16 17:43:51 GMT 2023
PRIMARY
EPA CompTox
DTXSID2048614
Created by admin on Sat Dec 16 17:43:51 GMT 2023 , Edited by admin on Sat Dec 16 17:43:51 GMT 2023
PRIMARY
NCI_THESAURUS
C116775
Created by admin on Sat Dec 16 17:43:51 GMT 2023 , Edited by admin on Sat Dec 16 17:43:51 GMT 2023
PRIMARY
RXCUI
54743
Created by admin on Sat Dec 16 17:43:51 GMT 2023 , Edited by admin on Sat Dec 16 17:43:51 GMT 2023
PRIMARY RxNorm
FDA UNII
7SCF54H12J
Created by admin on Sat Dec 16 17:43:51 GMT 2023 , Edited by admin on Sat Dec 16 17:43:51 GMT 2023
PRIMARY
DRUG BANK
DBSALT001130
Created by admin on Sat Dec 16 17:43:51 GMT 2023 , Edited by admin on Sat Dec 16 17:43:51 GMT 2023
PRIMARY
CAS
53251-94-8
Created by admin on Sat Dec 16 17:43:51 GMT 2023 , Edited by admin on Sat Dec 16 17:43:51 GMT 2023
PRIMARY
ChEMBL
CHEMBL1909324
Created by admin on Sat Dec 16 17:43:51 GMT 2023 , Edited by admin on Sat Dec 16 17:43:51 GMT 2023
PRIMARY
SMS_ID
100000081977
Created by admin on Sat Dec 16 17:43:51 GMT 2023 , Edited by admin on Sat Dec 16 17:43:51 GMT 2023
PRIMARY
CAS
1970218-70-2
Created by admin on Sat Dec 16 17:43:51 GMT 2023 , Edited by admin on Sat Dec 16 17:43:51 GMT 2023
ALTERNATIVE
WIKIPEDIA
Pinaverium bromide
Created by admin on Sat Dec 16 17:43:51 GMT 2023 , Edited by admin on Sat Dec 16 17:43:51 GMT 2023
PRIMARY
EVMPD
SUB09851MIG
Created by admin on Sat Dec 16 17:43:51 GMT 2023 , Edited by admin on Sat Dec 16 17:43:51 GMT 2023
PRIMARY
INN
3696
Created by admin on Sat Dec 16 17:43:51 GMT 2023 , Edited by admin on Sat Dec 16 17:43:51 GMT 2023
PRIMARY
ECHA (EC/EINECS)
258-450-0
Created by admin on Sat Dec 16 17:43:51 GMT 2023 , Edited by admin on Sat Dec 16 17:43:51 GMT 2023
PRIMARY
MERCK INDEX
m8822
Created by admin on Sat Dec 16 17:43:51 GMT 2023 , Edited by admin on Sat Dec 16 17:43:51 GMT 2023
PRIMARY Merck Index
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ACTIVE MOIETY