DOMITROBAN

Details

Stereochemistry	ABSOLUTE
Molecular Formula	C20H27NO4S
Molecular Weight	377.498
Optical Activity	UNSPECIFIED
Defined Stereocenters	4 / 4
E/Z Centers	1
Charge	0

SHOW SMILES / InChI

Structure Search

SMILES

OC(=O)CCC\C=C/C[C@H]1[C@@H]2CC[C@@H](C2)[C@@H]1NS(=O)(=O)C3=CC=CC=C3

InChI

InChIKey=PWTCIBWRMQFJBC-ZEMKZVSASA-N

InChI=1S/C20H27NO4S/c22-19(23)11-7-2-1-6-10-18-15-12-13-16(14-15)20(18)21-26(24,25)17-8-4-3-5-9-17/h1,3-6,8-9,15-16,18,20-21H,2,7,10-14H2,(H,22,23)/b6-1-/t15-,16+,18+,20+/m1/s1

HIDE SMILES / InChI

Molecular Formula	C20H27NO4S
Molecular Weight	377.498
Charge	0
Count

Stereochemistry	ABSOLUTE
Additional Stereochemistry	No
Defined Stereocenters	4 / 4
E/Z Centers	1
Optical Activity	UNSPECIFIED

Description
Sources: https://adisinsight.springer.com/drugs/800001843 | https://www.ncbi.nlm.nih.gov/pubmed/9874175 | Morton, I.K., Hall, J.M. (2012) Concise Dictionary of Pharmacological Agents, page 103, retrieved from: https://books.google.ru/books?id=tsjrCAAAQBAJ | Robertson.D. et al. (1998) Annual Reports in Medicinal Chemistry, v.3, page 229, retrieved from: https://books.google.ru/books?id=tbUvRs_qr2IC

Domitroban is a phenylsulfony;aminobicycloheptenoic acid derivative. It is a thromboxane A2 receptor antagonist. It is a potential antiasthmatic and an experimental cerebroprotective drug. It inhibits proteinuria in animal models of renal injury. Calcium salt of R-domitroban had been in phase II clinical trial for the treatment of allergic rhinitis. Also, it was in preregistration stage for the treatment of asthma in Japan. However, these studies were discontinued.

Approval Year

PubMed

Title	Date	PubMed
Binding of YM158, a new dual antagonist for leukotriene D4 and thromboxane A2 receptors, to guinea pig lung membranes.	1998-12-04	9874175
Ligand binding specificities of the eight types and subtypes of the mouse prostanoid receptors expressed in Chinese hamster ovary cells.	1997-09	9313928
Role of thromboxane A2, endothelin-1 and endothelin-3 in rat nephrotoxic serum nephritis.	1996-04	8804153
Effect of beraprost sodium, a stable prostacyclin analogue, on pulmonary thromboembolism in mice.	1995-01-15	7740511
Antiproteinuric effect of a thromboxane receptor antagonist, S-1452, on rat diabetic nephropathy and murine lupus nephritis.	1995-01	7899476
Mouse thromboxane A2 receptor: cDNA cloning, expression and northern blot analysis.	1992-05-15	1375456
Binding of a novel radioiodinated thromboxane A2/prostaglandin H2 antagonist to guinea pig lung membranes.	1992	1419073
Kinetic studies on stereospecific recognition by the thromboxane A2/prostaglandin H2 receptor of the antagonist, S-145.	1991-08	1833018
Cloning and expression of cDNA for a human thromboxane A2 receptor.	1991-02-14	1825698

Substance Class	Chemical Created by `admin` on `Wed Apr 02 08:21:13 GMT 2025` Edited by `admin` on `Wed Apr 02 08:21:13 GMT 2025`
Record UNII	742F5K270Q
Record Status	`Validated (UNII)`
Record Version

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Name

Type

Language

DOMITROBAN

Official Name

English

DOMITROBAN [MI]

Preferred Name

English

domitroban [INN]

Common Name

English

(+)-(Z)-7-((1R,2S,3S,4S)-3-BENZENESULFONAMIDO-2-NORBORNYL)-5-HEPTENOIC ACID

Systematic Name

English

Classification Tree Code System Code

NCI_THESAURUS

C29750