287405-51-0

Basic information

• Product Name: apratastat
• Synonyms: apratastat;N-hydroxy-4-[[4-[(4-hydroxy-2-butynyl)oxy]phenyl]sulfonyl]-2,2-dimethyl-3-thiomorpholinecarboxamide;TMI 005
• CAS NO: 287405-51-0
• Molecular Formula: C17H22N2O6S2
• Molecular Weight: 414.501
• Mol File: 287405-51-0.mol
• Article Data: 5

Chemical Properties

• Appearance: /
• Density: 1.390
• PKA: 9.25±0.23(Predicted)
• CAS DataBase Reference: apratastat(CAS DataBase Reference)
• NIST Chemistry Reference: apratastat(287405-51-0)
• EPA Substance Registry System: apratastat(287405-51-0)

Safety Data

• Hazardous Substances Data: 287405-51-0(Hazardous Substances Data)

Usage

Uses

Treatment of rheumatoid arthritis.

Brand name

(Wyeth).

Upstream product

• 287405-52-1 4-[4-({(3S)-3-[(hydroxyamino)-carbonyl]-2,2-dimethyl-thiomorpholinyl}-sulfonyl)-phenoxy]-2-butynyl acetate 
• 4025-67-6 4-hydroxybenzene-1-sulfonyl chloride 
• 287408-33-7 4-[4-(4-acetoxy-but-2-ynyloxy)-benzenesulfonyl]-2,2-dimethyl-thiomorpholine-3-carboxylic acid tert-butyl ester 
• 287408-32-6 tert-butyl (3S)-4-({4-[(4-hydroxy-2-butynyl)oxy]phenyl}sulfonyl)-2,2-dimethyl-3-thiomorpholine carboxylate 
• 287408-29-1 4-(4-hydroxy-benzenesulfonyl)-2,2-dimethyl-thiomorpholine-3(S)-carboxylic acid tert-butyl ester 
• 192329-84-3 3(S)-2,2-dimethyl-3-thiomorpholine carboxylic acid 1,1-dimethylethyl ester 

Relevant articles and documents

Acetylenic TACE inhibitors. Part 3: Thiomorpholine sulfonamide hydroxamates

A series of thiomorpholine sulfonamide hydroxamate TACE inhibitors, all bearing propargylic ether P1′ groups, was explored. In particular, compound 5h has excellent in vitro potency against isolated TACE enzyme and in cells, oral activity in a model of TN

Enzymatic process for deacetylation of a phenoxy-alkynyl acetate to the corresponding alcohol

A process for preparing the compound of formula II by reacting the compound of formula I with an enzyme that can hydrolyze the ester bond: where * indicates a chiral center, R1 and R2 each independently represent H, C1-C6alkyl, —CN or —CCH, and R3 and R4 each independently represent H or C1-C6alkyl.

Acetylenic α-amino acid-based sulfonamide hydroxamic acid tace inhibitors

Compounds of the formula: are useful in treating disease conditions mediated by TNF-α, such as rheumatoid arthritis, osteoarthritis, sepsis, AIDS, ulcerative colitis, multiple sclerosis, Crohn's disease and degenerative cartilage loss.