Novel synthesis of 1-(1,2,3,5,6,7-hexahydro-s-indacen-4-yl)-3-[4-(1-hydroxy-1-methyl-ethyl) furan-2-sulfonyl]urea, An anti-inflammatory agent

Synthetic Communications

Volumn 33, Issue 12, 2003, Pages 2029-2043

  Urban, Frank J ^a   Jasys, V John ^a   Raggon, Jeffrey W ^a   Buzon, Richard A ^a   Hill, Paul D ^a   Eggler, James F ^a   Weaver, John D ^a  

^a PFIZER INC   (United States)

Author keywords

Chlorosulfanation; Furan; S Indacene; Sulfonyl urea

Indexed keywords

1 (1,2,3,4,5,6,7 HEXAHYDRO S INDACEN 4 YL) 3 [4 (1 HYDROXY 1 METHYLETHYL)FURAN 2 SULFONYL]UREA; 2 FUROIC ACID DERIVATIVE; 4 (1 HYDROXY 1 METHYLETHYL)FURAN 2 SULFONAMIDE; 4 ISOCYANATO 1,2,3,4,5,6,7 HEXAHYDRO S INDACENE; ANTIINFLAMMATORY AGENT; BICARBONATE; DICHLOROMETHANE; ETHYL 2 CHLOROSULFONYL 4 FUROATE; MAGNESIUM CHLORIDE; PHOSPHORUS DERIVATIVE; PYRIDINIUM DERIVATIVE; SULFONAMIDE; SULFONIC ACID DERIVATIVE; UNCLASSIFIED DRUG;

ANTIINFLAMMATORY ACTIVITY; ARTICLE; CHEMICAL MODIFICATION; DECOMPOSITION; DRUG STRUCTURE; DRUG SYNTHESIS;

EID: 0038391326     PISSN: 00397911     EISSN: None     Source Type: Journal    
DOI: 10.1081/SCC-120021029     Document Type: Article

References (8)

1. Dombroski, M.A.; Eggler, J.F.; Sulfonyl urea derivatives and their use in the control of interleukin-1 activity. US 6,166,064, 2000.
2. Graham, S.L.; Scholz, T.H.; The reaction of sulfinic acid salts with hydroxylamine-O-sulfonic acid. A useful synthesis of primary sulfonamides. Synthesis 1986, 1031-1032.
3. Hartman, G.D.; Halczenko, W.; Synthesis and derivatization of novel 4-aroylthiophene- and furan-2-sulfonamides. J. Heterocyclic Chem. 1989, 26, 1793.
4. Barco, A.; Benetti, S.; Pollini, G.P.; Taddia, R.; A new preparation of sulfonyl chlorides via pyridinium sulfonates. Synthesis 1974, 877.
5. Woodward, R.B.; Hoye, T.R.; Total synthesis of illudinine, illudalic acid, and illudacetalic acid. J. Amer. Chem. Soc. 1977, 99, 8009.
6. Vejdelek, Z.J.; Bartosova, M.; Protiva, M.; 4-Amino-s-hydrindacene and derivatives: synthesis and pharmacological screening. Coll. Czech. Chem. Comm. 1977, 42, 1992.
7. Fischer, A.; Leonard, D.R.A.; Nitration of the tetramethylbenzenes in acetic anhydride. Formation and rearomatization of adduct. Can. J. Chem. 1976, 54, 1795.
8. Knolker, H.-J.; Braxmeier, T.; Schlechtingen, G.; A novel method for the synthesis of isocyanates under mild conditions. Angew. Chem. Int. Ed. Engl. 1995, 34, 2497.