| Identification | Back Directory | [Name]
BVT 2733 | [CAS]
376640-41-4 | [Synonyms]
BVT2733, >98%
BVT 2733(BVT.2733)
BVT.2733 >=98% (HPLC)
3-chloro-2-methyl-N-(4-(2-(4-methylpiperazin-1-yl)-2-oxoethyl)thiazol-2-yl)benzenesulfonamide
BENZENESULFONAMIDE, 3-CHLORO-2-METHYL-N-[4-[2-(4-METHYL-1-PIPERAZINYL)-2-OXOETHYL]-2-THIAZOLYL]-
3-CHLORO-2-METHYL-N-[4-[2-(4-METHYLPIPERAZIN-1-YL)-2-OXOETHYL]-1,3-THIAZOL-2-YL]BENZENESULFONAMIDE | [Molecular Formula]
C17H21ClN4O3S2 | [MDL Number]
MFCD13152134 | [MOL File]
376640-41-4.mol | [Molecular Weight]
428.96 |
| Chemical Properties | Back Directory | [Boiling point ]
636.9±65.0 °C(Predicted) | [density ]
1.427±0.06 g/cm3(Predicted) | [storage temp. ]
Sealed in dry,2-8°C | [solubility ]
≥42.9 mg/mL in DMSO; insoluble in H2O; insoluble in EtOH | [form ]
solid | [pka]
6.36±0.10(Predicted) | [color ]
Off-white to pink | [InChI]
1S/C17H21ClN4O3S2/c1-12-14(18)4-3-5-15(12)27(24,25)20-17-19-13(11-26-17)10-16(23)22-8-6-21(2)7-9-22/h3-5,11H,6-10H2,1-2H3,(H,19,20) | [InChIKey]
YDPRNGAPPNPYQQ-UHFFFAOYSA-N | [SMILES]
O=S(C1=C(C)C(Cl)=CC=C1)(NC2=NC(CC(N3CCN(C)CC3)=O)=CS2)=O |
| Safety Data | Back Directory | [WGK Germany ]
WGK 3 | [HS Code ]
2935909099 | [Storage Class]
11 - Combustible Solids | [Hazard Classifications]
Acute Tox. 4 Oral |
| Hazard Information | Back Directory | [Uses]
BVT 2733 is a selective inhibitor of 11β-hydroxysteroid dehydrogenase type 1. | [Biological Activity]
ki: 1 μm using 11-dehydrocorticosterone as substratebvt 2733 is a novel, small molecule, non-steroidal, and selective inhibitor of 11beta-hydroxysteroid dehydrogenase type 1 (11β-hsd1).11β-hsd1 has been reported to alter glucocorticoid hormone action in target tissues for insulin action and is suggested to play a key role in glucose homeostasis. | [in vitro]
bvt 2733 was identified as a novel type 1 selective inhibitor of murine 11β-hsd1 (ki 1 μmol/l), which did not inhibit mouse 11β-hsd type 2 at a concentration as high as 200 μmol/l (corresponding to a ki >33 μmol/l). therefore, the selectivity of bvt 2733 for the 11β-hsd type 1 enzyme over the type 2 enzyme was estimated to be at least 30-fold based on the ki values [1]. | [in vivo]
in mice, bvt 2733 treatment could lower hepatic pepck and glucose-6-phosphatase mrna, serum insulin and blood glucose concentrations compared with vehicle treated mice. in contrast, hepatic 11beta-hydroxysteroid dehydrogenase type 1 mrna, liver function marker enzyme expression including alanine aminotransferase, aspartate aminotransferase and alkaline phosphatases, body weight as well as daily food intake were not changed by the treatment of bvt 2733 [1]. | [References]
[1] alberts p,engblom l,edling n,forsgren m,klingstrm g,larsson c,rnquist-nii y,ohman b,abrahmsén l. selective inhibition of 11beta-hydroxysteroid dehydrogenase type 1 decreases blood glucose concentrations in hyperglycaemic mice. diabetologia.2002 nov;45(11):1528-32. |
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