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5-Bromo-4-hydroxy-3-biphenylcarboxylic acid

Names

[ CAS No. ]:
4906-68-7

[ Name ]:
5-Bromo-4-hydroxy-3-biphenylcarboxylic acid

[Synonym ]:
5-Brom-4-hydroxy-biphenyl-3-carbonsaeure
5-bromo-4-hydroxy-biphenyl-3-carboxylic acid
[1,1'-Biphenyl]-3-carboxylic acid, 3'-bromo-4-hydroxy-
3-bromo-5-phenylsalicylic acid
3-Bromo-5-phenylsalicylc acid
5-Bromo-4-hydroxy-3-biphenylcarboxylic acid
3'-Bromo-4-hydroxy-3-biphenylcarboxylic acid
[1,1'-biphenyl]-3-carboxylic acid,5-bromo-4-hydroxy
[1,1'-Biphenyl]-3-carboxylic acid, 5-bromo-4-hydroxy-

Biological Activity

[Description]:

AKR1C1-IN-1 is a potent and selective inhibitor of human 20α-hydroxysteroid dehydrogenase (AKR1C1), with a Ki value of 4 nM for AKR1C1[1].

[Related Catalog]:

Signaling Pathways >> Others >> Others
Research Areas >> Neurological Disease

[Target]

Ki: 4 nM (AKR1C1), 87 nM (AKR1C2), 4.2 μM (AKR1C3), 18.2 μM (AKR1C4)[1]


[In Vitro]

AKR1C1-IN-1 potently inhibits the metabolism of progesterone in AKR1C1-overexpressed BAECs, and with an IC50 of 460 nM[1].

[References]

[1]. El-Kabbani O, et al. Structure-guided design, synthesis, and evaluation of salicylic acid-based inhibitors targeting a selectivity pocket in the active site of human 20alpha-hydroxysteroid dehydrogenase (AKR1C1). J Med Chem. 2009 May 28;52(10):3259-64.

Chemical & Physical Properties

[ Density]:
1.6±0.0 g/cm3

[ Boiling Point ]:
439.2±0.0 °C at 760 mmHg

[ Molecular Formula ]:
C13H9BrO3

[ Molecular Weight ]:
293.113

[ Flash Point ]:
219.4±0.0 °C

[ Exact Mass ]:
291.974000

[ PSA ]:
57.53000

[ LogP ]:
4.43

[ Vapour Pressure ]:
0.0±0.0 mmHg at 25°C

[ Index of Refraction ]:
1.663

Synthetic Route

Click to get detail synthetic route

Precursor & DownStream

Precursor

DownStream

Related Compounds