BVT 2733 Chemical Properties

Boiling point:

636.9±65.0 °C(Predicted)

Density 

1.427±0.06 g/cm3(Predicted)

storage temp. 

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 Information

WGK Germany 

WGK 3

HS Code 

2935909099

Storage Class

11 - Combustible Solids

Hazard Classifications

Acute Tox. 4 Oral

BVT 2733 Usage And Synthesis

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.