SR-31747

Names

[ Name ]:
SR-31747

[Synonym ]:
(Z)-N-(3-(3-Chloro-4-cyclohexylphenyl)allyl)-N-ethylcyclohexanamine hydrochloride
(Z)-N-(3-(3-Chloro-4-cyclohexylphenyl)-2-propenyl)-N-ethylcyclohexanamine hydrochloride

Biological Activity

[Description]:

SR-31747 is a sigma ligand with immunosuppressive and anti-inflammatory properties. SR-31747 blocks cell proliferation by inhibiting sterol isomerase[1][2].

[Related Catalog]:

Research Areas >> Inflammation/Immunology

Signaling Pathways >> GPCR/G Protein >> Sigma Receptor

[Target]

Sigma ligand[1]

[In Vitro]

SR-31747 blocks the proliferation of lymphocytes at a concentration of 10 nM. SR-31747 is capable of inhibiting T-cell proliferation when added as late as 24 h after activation. SR-31747 arrests proliferation in yeast cells in a dose-dependent manner[2].

[In Vivo]

In vivo, SR-31747 dramatically blocks lipopolysaccharide-induced production of IL-1, IL-6 and TNF-α in a dose-dependent manner (ED50, 2 mg/kg). SR-31747 probably abrogated monokine production through an indirect mechanism that involves endogenous corticosteroids. This conclusion was supported by in vivo experiments that shows that: 1) ablation of corticosteroids by use of Mifepristone or adrenalectomy suppress the effect of SR-31747; 2) administration of SR-31747 induces an enhancement of the corticosterone level. SR-31747 improves the survival of animals with endotoxinic shock as a result of monokine inhibition[1].

[References]

[1]. Derocq JM, et al. In vivo inhibition of endotoxin-induced pro-inflammatory cytokines production by the sigma ligand SR 31747. J Pharmacol Exp Ther. 1995 Jan;272(1):224-30.

[2]. Silve S, et al. The immunosuppressant SR 31747 blocks cell proliferation by inhibiting a steroid isomerase in Saccharomyces cerevisiae. Mol Cell Biol. 1996 Jun;16(6):2719-27.

Chemical & Physical Properties

[ Boiling Point ]:
479.9ºC at 760 mmHg

[ Molecular Formula ]:
C₂₃H₃₅Cl₂N

[ Molecular Weight ]:
396.43700

[ Flash Point ]:
244.1ºC

[ Exact Mass ]:
395.21500

[ PSA ]:
3.24000

[ LogP ]:
7.85750

[ Vapour Pressure ]:
2.26E-09mmHg at 25°C

[ Storage condition ]:
2-8°C

Safety Information

[ HS Code ]:
2921499090

Customs

[ HS Code ]: 2921499090

[ Summary ]:
2921499090 other aromatic monoamines and their derivatives; salts thereof VAT:17.0% Tax rebate rate:9.0% Supervision conditions:none MFN tariff:6.5% General tariff:30.0%