SUDOXICAM

Details

Stereochemistry	ACHIRAL
Molecular Formula	C13H11N3O4S2
Molecular Weight	337.374
Optical Activity	NONE
Defined Stereocenters	0 / 0
E/Z Centers	0
Charge	0

SHOW SMILES / InChI

Structure Search

SMILES

CN1C(C(=O)NC2=NC=CS2)=C(O)C3=C(C=CC=C3)S1(=O)=O

InChI

InChIKey=SYCHUQUJURZQMO-UHFFFAOYSA-N

InChI=1S/C13H11N3O4S2/c1-16-10(12(18)15-13-14-6-7-21-13)11(17)8-4-2-3-5-9(8)22(16,19)20/h2-7,17H,1H3,(H,14,15,18)

HIDE SMILES / InChI

Molecular Formula	C13H11N3O4S2
Molecular Weight	337.374
Charge	0
Count

Stereochemistry	ACHIRAL
Additional Stereochemistry	No
Defined Stereocenters	0 / 0
E/Z Centers	0
Optical Activity	NONE

Description
Sources: https://www.ncbi.nlm.nih.gov/pubmed/18707140 | https://www.ncbi.nlm.nih.gov/pubmed/4625532 | https://www.ncbi.nlm.nih.gov/pubmed/4630489

Sudoxicam is a nonsteroidal anti-inflammatory drug patented by American multinational pharmaceutical corporation Pfizer for the treatment of thrombosis. Sudoxicam strongly inhibited aggregation of rabbit, dog, and human platelets caused by collagen, but not by ADP. Sudoxicam inhibited the secondary phase of the biphasic response of guinea pig platelets to ADP and suppressed the release of ADP from human platelets caused by collagen. Sudoxicam shows superior anti-inflammatory activity compare to indomethacin in rat paw edema model. In clinical trials, sudoxicam was associated with several cases of severe hepatotoxicity that led to its discontinuation.

Originator

Approval Year

PubMed

Title	Date	PubMed
Sudoxicam and related N-heterocyclic carboxamides of 4-hydroxy-2H-1,2-benzothiazine 1,1-dioxide. Potent nonsteroidal antiinflammatory agents.	1972 Aug	4625532

Patents

Substance Class	Chemical Created by `admin` on `Fri Dec 15 15:26:41 GMT 2023` Edited by `admin` on `Fri Dec 15 15:26:41 GMT 2023`
Record UNII	X033PDI962
Record Status	`Validated (UNII)`
Record Version

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Name

Type

Language

SUDOXICAM

Official Name

English

CP-15973

Code

English

2H-1,2-BENZOTHIAZINE-3-CARBOXAMIDE, 4-HYDROXY-2-METHYL-N-2-THIAZOLYL-, 1,1-DIOXIDE

Systematic Name

English

CP-15,973

Code

English

SUDOXICAM [USAN]

Common Name

English

4-Hydroxy-2-methyl-N-2-thiazolyl-2H-1,2-benzothiazine-3-carboxamide 1,1-dioxide

Systematic Name

English

sudoxicam [INN]

Common Name

English

Classification Tree Code System Code

NCI_THESAURUS

C257