TIROPRAMIDE

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 Search

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

Molecular Formula	C28H41N3O3
Molecular Weight	467.6434
Charge	0
Count

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

Description
Sources: https://www.ncbi.nlm.nih.gov/pubmed/6114146 | http://app7.infarmed.pt/infomed/download_ficheiro.php?med_id=5292&tipo_doc=fi

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

Primary Target	Pharmacology	Condition	Potency
smooth muscle contraction 13 Target ID: GO:0006939 Sources: https://www.ncbi.nlm.nih.gov/pubmed/1337131\|https://www.ncbi.nlm.nih.gov/pubmed/2744399	Inhibitor 8297		19.0 µM [IC50]

Conditions

Condition	Modality	Targets	Highest Phase	Product
Spastic syndromes 2 Sources: https://www.ndrugs.com/?s=tiropramide http://www.druginfosys.com/drug.aspx?drugcode=1075&type=1 https://www.codifa.it/farmaci/a/alfospas-tiropramide-cloridrato-antispastici	Primary		Approved 8429	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

Title	Date	PubMed
Mechanism of smooth muscle relaxation by tiropramide.	1981 Jan	6114146
Pharmacokinetics of tiropramide after single doses in man.	1986 Apr	3718598

Substance Class	Chemical Created by `admin` on `Fri Dec 15 17:33:53 UTC 2023` Edited by `admin` on `Fri Dec 15 17:33:53 UTC 2023`
Record UNII	R7S0904CN2
Record Status	`Validated (UNII)`
Record Version

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Name

Type

Language

TIROPRAMIDE

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