Related CAS #
132173-06-9 (free base)
Synonym
SR 31747; SR-31747; SR31747; SR3147A; SR-3147A; SR 3147A.
IUPAC/Chemical Name
(Z)-N-(3-(3-chloro-4-cyclohexylphenyl)allyl)-N-ethylcyclohexanamine hydrochloride
InChi Key
HKHPCMBPASXYGP-KVVVOXFISA-N
InChi Code
InChI=1S/C23H34ClN.ClH/c1-2-25(21-13-7-4-8-14-21)17-9-10-19-15-16-22(23(24)18-19)20-11-5-3-6-12-20;/h9-10,15-16,18,20-21H,2-8,11-14,17H2,1H3;1H/b10-9-;
SMILES Code
CCN(C/C=C\C1=CC=C(C2CCCCC2)C(Cl)=C1)C3CCCCC3.[H]Cl
Purity
>98% (or refer to the Certificate of Analysis)
Shipping Condition
Shipped under ambient temperature as non-hazardous chemical. This product is stable enough for a few weeks during ordinary shipping and time spent in Customs.
Storage Condition
Dry, dark and at 0 - 4 C for short term (days to weeks) or -20 C for long term (months to years).
Solubility
Soluble in DMSO, not in water
Shelf Life
>5 years if stored properly
Drug Formulation
This drug may be formulated in DMSO
Stock Solution Storage
0 - 4 C for short term (days to weeks), or -20 C for long term (months).
HS Tariff Code
2934.99.9001
More Info
SR 31747 is a novel immunosuppressant agent that arrests cell proliferation in the yeast Saccharomyces cerevisiae, SR 31747-treated cells accumulate the same aberrant sterols as those found in a mutant impaired in delta 8- delta 7-sterol isomerase. (from MCB).
SR31747 was shown to inhibit Δ8-Δ7 sterol isomerase in yeast. SR31747 is a high affinity ligand of recombinant mammalian sterol isomerase (Kd = 1 nM). For detail, please see: Pharmacology and Experimental Therapeutics
Preparing Stock Solutions
The following data is based on the
product
molecular weight
359.98
Batch specific molecular weights may vary
from batch to batch
due to the degree of hydration, which will
affect the solvent
volumes required to prepare stock solutions.
| Concentration / Solvent Volume / Mass |
1 mg |
5 mg |
10 mg |
| 1 mM |
1.15 mL |
5.76 mL |
11.51 mL |
| 5 mM |
0.23 mL |
1.15 mL |
2.3 mL |
| 10 mM |
0.12 mL |
0.58 mL |
1.15 mL |
| 50 mM |
0.02 mL |
0.12 mL |
0.23 mL |
1: SR 31747. Peripheral sigma receptor antagonist. Drugs R D. 1999 Jan;1(1):108-9. PubMed PMID: 10566002.
2: Silve S, Leplatois P, Josse A, Dupuy PH, Lanau C, Kaghad M, Dhers C, Picard C, Rahier A, Taton M, Le Fur G, Caput D, Ferrara P, Loison G. The immunosuppressant SR 31747 blocks cell proliferation by inhibiting a steroid isomerase in Saccharomyces cerevisiae. Mol Cell Biol. 1996 Jun;16(6):2719-27. PubMed PMID: 8649379; PubMed Central PMCID: PMC231262.
3: Carayon P, Petitpretre G, Bourrie B, Le Fur G, Casellas P. In vivo effects of a new immunosuppressive sigma ligand, SR 31747, on mouse thymus. Immunopharmacol Immunotoxicol. 1996 May;18(2):179-91. PubMed PMID: 8771366.
4: Carayon P, Bouaboula M, Loubet JF, Bourrie B, Petitpretre G, Le Fur G, Casellas P. The sigma ligand SR 31747 prevents the development of acute graft-versus-host disease in mice by blocking IFN-gamma and GM-CSF mRNA expression. Int J Immunopharmacol. 1995 Sep;17(9):753-61. PubMed PMID: 8582787.
5: Derocq JM, Bourrié B, Ségui M, Le Fur G, Casellas P. 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. PubMed PMID: 7815336.
6: Casellas P, Bourrié B, Canat X, Carayon P, Buisson I, Paul R, Brelière JC, Le Fur G. Immunopharmacological profile of SR 31747: in vitro and in vivo studies on humoral and cellular responses. J Neuroimmunol. 1994 Jul;52(2):193-203. PubMed PMID: 8034758.
7: Paul R, Lavastre S, Floutard D, Floutard R, Canat X, Casellas P, Le Fur G, Brelière JC. Allosteric modulation of peripheral sigma binding sites by a new selective ligand: SR 31747. J Neuroimmunol. 1994 Jul;52(2):183-92. PubMed PMID: 7794416.
