U.S. Department of Health & Human Services Divider Arrow National Institutes of Health Divider Arrow NCATS

Details

Stereochemistry RACEMIC
Molecular Formula C28H41N3O3
Molecular Weight 467.6434
Optical Activity ( + / - )
Defined Stereocenters 0 / 1
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of TIROPRAMIDE

SMILES

CCCN(CCC)C(=O)C(CC1=CC=C(OCCN(CC)CC)C=C1)NC(=O)C2=CC=CC=C2

InChI

InChIKey=FDBWMYOFXWMGEY-UHFFFAOYSA-N
InChI=1S/C28H41N3O3/c1-5-18-31(19-6-2)28(33)26(29-27(32)24-12-10-9-11-13-24)22-23-14-16-25(17-15-23)34-21-20-30(7-3)8-4/h9-17,26H,5-8,18-22H2,1-4H3,(H,29,32)

HIDE SMILES / InChI
Tiropramide is an antispasmodic medication. It acts by increasing cAMP concentration in smooth muscle possibly because of inhibition of cAMP catabolism. The drug is marketed worldwide for the treatment of irritable bowel syndrome, biliary dyskinesia, acute spasmodic dysphoric syndromes, and other urological and gynecological disorders.

Approval Year

Targets

Targets

Primary TargetPharmacologyConditionPotency
19.0 µM [IC50]
Conditions

Conditions

ConditionModalityTargetsHighest PhaseProduct
Primary
ALFOSPAS

Approved Use

Painful-spastic syndromes such as acute hepatobiliary colic, abdominal different nature, kidney or ureteral. Spasms and abdominal pain originating from gastrointestinal dyskinesia, cholelithiasis, cholecystitis, post-surgical adhesions.
PubMed

PubMed

TitleDatePubMed
Mechanism of smooth muscle relaxation by tiropramide.
1981 Jan
Pharmacokinetics of tiropramide after single doses in man.
1986 Apr
Name Type Language
TIROPRAMIDE
INN   MI   WHO-DD  
INN  
Official Name English
Tiropramide [WHO-DD]
Common Name English
TIROPRAMIDE [MI]
Common Name English
DL-.ALPHA.-BENZAMIDO-P-(2-(DIETHYLAMINO)ETHOXY)-N,N-DIPROPYLHYDROCINNAMAMIDE
Common Name English
(±)-.ALPHA.-BENZAMIDO-P-(2-(DIETHYLAMINO)ETHOXY)-N,N-DIPROPYLHYDROCINNAMAMIDE
Common Name English
tiropramide [INN]
Common Name English
Classification Tree Code System Code
WHO-VATC QA03AC05
Created by admin on Fri Dec 15 17:33:53 GMT 2023 , Edited by admin on Fri Dec 15 17:33:53 GMT 2023
WHO-ATC A03AC05
Created by admin on Fri Dec 15 17:33:53 GMT 2023 , Edited by admin on Fri Dec 15 17:33:53 GMT 2023
NCI_THESAURUS C29698
Created by admin on Fri Dec 15 17:33:53 GMT 2023 , Edited by admin on Fri Dec 15 17:33:53 GMT 2023
Code System Code Type Description
MERCK INDEX
m10892
Created by admin on Fri Dec 15 17:33:53 GMT 2023 , Edited by admin on Fri Dec 15 17:33:53 GMT 2023
PRIMARY Merck Index
EVMPD
SUB11119MIG
Created by admin on Fri Dec 15 17:33:53 GMT 2023 , Edited by admin on Fri Dec 15 17:33:53 GMT 2023
PRIMARY
DRUG CENTRAL
2681
Created by admin on Fri Dec 15 17:33:53 GMT 2023 , Edited by admin on Fri Dec 15 17:33:53 GMT 2023
PRIMARY
NCI_THESAURUS
C152660
Created by admin on Fri Dec 15 17:33:53 GMT 2023 , Edited by admin on Fri Dec 15 17:33:53 GMT 2023
PRIMARY
CAS
55837-29-1
Created by admin on Fri Dec 15 17:33:53 GMT 2023 , Edited by admin on Fri Dec 15 17:33:53 GMT 2023
PRIMARY
SMS_ID
100000092517
Created by admin on Fri Dec 15 17:33:53 GMT 2023 , Edited by admin on Fri Dec 15 17:33:53 GMT 2023
PRIMARY
INN
3805
Created by admin on Fri Dec 15 17:33:53 GMT 2023 , Edited by admin on Fri Dec 15 17:33:53 GMT 2023
PRIMARY
FDA UNII
R7S0904CN2
Created by admin on Fri Dec 15 17:33:53 GMT 2023 , Edited by admin on Fri Dec 15 17:33:53 GMT 2023
PRIMARY
EPA CompTox
DTXSID70866514
Created by admin on Fri Dec 15 17:33:53 GMT 2023 , Edited by admin on Fri Dec 15 17:33:53 GMT 2023
PRIMARY
RXCUI
38315
Created by admin on Fri Dec 15 17:33:53 GMT 2023 , Edited by admin on Fri Dec 15 17:33:53 GMT 2023
PRIMARY RxNorm
DRUG BANK
DB13091
Created by admin on Fri Dec 15 17:33:53 GMT 2023 , Edited by admin on Fri Dec 15 17:33:53 GMT 2023
PRIMARY
ChEMBL
CHEMBL2104688
Created by admin on Fri Dec 15 17:33:53 GMT 2023 , Edited by admin on Fri Dec 15 17:33:53 GMT 2023
PRIMARY
WIKIPEDIA
TIROPRAMIDE
Created by admin on Fri Dec 15 17:33:53 GMT 2023 , Edited by admin on Fri Dec 15 17:33:53 GMT 2023
PRIMARY
MESH
C031173
Created by admin on Fri Dec 15 17:33:53 GMT 2023 , Edited by admin on Fri Dec 15 17:33:53 GMT 2023
PRIMARY
PUBCHEM
42262
Created by admin on Fri Dec 15 17:33:53 GMT 2023 , Edited by admin on Fri Dec 15 17:33:53 GMT 2023
PRIMARY