N-Methyl-7,7-dioxido-2-sulfamoyl-5,6-dihydro-4H-thieno[2,3-b]thiopyran-4-yl acetamide - CAS 120298-38-6
Catalog: |
BB060107 |
Product Name: |
N-Methyl-7,7-dioxido-2-sulfamoyl-5,6-dihydro-4H-thieno[2,3-b]thiopyran-4-yl acetamide |
CAS: |
120298-38-6 |
Synonyms: |
N-[2-(Aminosulfonyl)-5,6-dihydro-6-methyl-7,7-dioxido-4H-thieno[2,3-b]thiopyran-4-yl]-acetamide |
IUPAC Name: | N-(6-methyl-7,7-dioxo-2-sulfamoyl-5,6-dihydro-4H-thieno[2,3-b]thiopyran-4-yl)acetamide |
Description: | N-[(6S)-Methyl-7,7-dioxido-2-sulfamoyl-5,6-dihydro-4H-thieno[2,3-b]thiopyran-4-yl]acetamide is an intermediate in the synthesis of dorzolamide, an carbonic anhydrase inhibitor with antiglaucoma properties. |
Molecular Weight: | 338.42 |
Molecular Formula: | C10H14N2O5S3 |
Canonical SMILES: | CC1CC(C2=C(S1(=O)=O)SC(=C2)S(=O)(=O)N)NC(=O)C |
InChI: | InChI=1S/C10H14N2O5S3/c1-5-3-8(12-6(2)13)7-4-9(20(11,16)17)18-10(7)19(5,14)15/h4-5,8H,3H2,1-2H3,(H,12,13)(H2,11,16,17) |
InChI Key: | MQRCTNZVQVRCRD-UHFFFAOYSA-N |
Solubility: | DMSO |
Appearance: | Off-White Solid |
References: | Tarko, L., et al. BIoorg. Med. Chem., 15, 5666 (2007); Alterio, V., et al. Biorg. Med. Chem. Lett., 17, 4201 (2007). |
GHS Hazard Statement: | H317: May cause an allergic skin reaction [Warning Sensitization, Skin] |
Precautionary Statement: | P261, P272, P273, P280, P302+P352, P321, P333+P313, P362+P364, P391, and P501 |
Signal Word: | Warning |
Publication Number | Title | Priority Date |
CN-111233887-A | Synthesis process of dorzolamide hydrochloride intermediate | 20181128 |
US-2015191485-A1 | Process for Preparing Enantiomerically Enriched Oxamides | 20120703 |
US-9481686-B2 | Process for preparing enantiomerically enriched oxamides | 20120703 |
WO-2014005943-A1 | Process for preparing enantiomerically enriched oxamides | 20120703 |
WO-2011101704-A1 | Process for preparing (4s, 6s)-4-(ethylamino)-5,6-dihydro-6-methyl-4h-thieno-[2,3-b]thiopyran-2-sulfonamide-7,7-dioxide and its intermediates | 20100219 |
WO-2010061398-A1 | Process for preparing dorzolamide hydrochloride and its intermediate | 20081127 |
EP-2152718-A2 | Process for preparing dorzolamide | 20070507 |
US-2010113804-A1 | Process for Preparing Dorzolamide | 20070507 |
US-8263787-B2 | Process for preparing dorzolamide | 20070507 |
WO-2008135770-A2 | Process for preparing dorzolam ide | 20070507 |
PMID | Publication Date | Title | Journal |
1176 | 19751201 | Circadian variations of hormonal content in the nervous system of the crayfish | Comparative biochemistry and physiology. A, Comparative physiology |
Complexity: | 604 |
Compound Is Canonicalized: | Yes |
Covalently-Bonded Unit Count: | 1 |
Defined Atom Stereocenter Count: | 0 |
Defined Bond Stereocenter Count: | 0 |
Exact Mass: | 338.00648507 |
Formal Charge: | 0 |
Heavy Atom Count: | 20 |
Hydrogen Bond Acceptor Count: | 7 |
Hydrogen Bond Donor Count: | 2 |
Isotope Atom Count: | 0 |
Monoisotopic Mass: | 338.00648507 |
Rotatable Bond Count: | 2 |
Topological Polar Surface Area: | 168Ų |
Undefined Atom Stereocenter Count: | 2 |
Undefined Bond Stereocenter Count: | 0 |
XLogP3: | -0.2 |
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