Synonym
SAR-150640; SAR150640; SAR 150640;
IUPAC/Chemical Name
ethyl 4-((1S,4r)-4-(((S)-2-hydroxy-3-(4-hydroxy-3-(methylsulfonamido)phenoxy)propyl)amino)cyclohexyl)benzoate hydrochloride
InChi Key
VEZDPEGPNPRTOH-PSLBYKFTSA-N
InChi Code
1S/C25H34N2O7S.ClH/c1-3-33-25(30)19-6-4-17(5-7-19)18-8-10-20(11-9-18)26-15-21(28)16-34-22-12-13-24(29)23(14-22)27-35(2,31)32;/h4-7,12-14,18,20-21,26-29H,3,8-11,15-16H2,1-2H3;1H/t18-,20-,21-;/m0./s1
SMILES Code
Cl.CCOC(=O)C1=CC=C(C=C1)[C@H]2CC[C@@H](CC2)NC[C@H](O)COC3=CC=C(O)C(NS(C)(=O)=O)=C3
Appearance
To be determined
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
To be determined
Shelf Life
>2 years if stored properly
Drug Formulation
To be determined
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
Preparing Stock Solutions
The following data is based on the
product
molecular weight
543.07
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: Sharma V, Nair SV, Jaitley P, Nakade UP, Sharma A, Choudhury S, Garg SK. ATP- sensitive and maxi potassium channels regulate BRL 37344-induced tocolysis in buffaloes-an in vitro study. Theriogenology. 2018 Feb;107:194-202. doi: 10.1016/j.theriogenology.2017.10.044. Epub 2017 Nov 13. PMID: 29172176.
2: Croci T, Cecchi R, Marini P, Rouget C, Viviani N, Germain G, Guagnini F, Fradin Y, Descamps L, Pascal M, Advenier C, Breuiller-Fouché M, Leroy MJ, Bardou M. In vitro and in vivo pharmacological characterization of ethyl-4-[trans-4-[(( 2S)-2-hydroxy-3-[4-hydroxy-3[(methylsulfonyl)amino]-phenoxy]propyl) amino]cyclohexyl]benzoate hydrochloride (SAR150640), a new potent and selective human beta3-adrenoceptor agonist for the treatment of preterm labor. J Pharmacol Exp Ther. 2007 Jun;321(3):1118-26. doi: 10.1124/jpet.106.119123. Epub 2007 Mar 9. PMID: 17351104.
3: Parida S, Uttam Singh T, Ravi Prakash V, Mishra SK. Molecular and functional characteristics of β3-adrenoceptors in late pregnant mouse uterus: a comparison with β2-adrenoceptors. Eur J Pharmacol. 2013 Jan 30;700(1-3):74-9. doi: 10.1016/j.ejphar.2012.11.048. Epub 2012 Dec 5. PMID: 23219791.
4: Lirussi F, Rakotoniaina Z, Madani S, Goirand F, Breuiller-Fouché M, Leroy MJ, Sagot P, Morrison JJ, Dumas M, Bardou M. ADRB3 adrenergic receptor is a key regulator of human myometrial apoptosis and inflammation during chorioamnionitis. Biol Reprod. 2008 Mar;78(3):497-505. doi: 10.1095/biolreprod.107.064444. Epub 2007 Nov 7. PMID: 17989355.
5: Lirussi F, O'Brien M, Wendremaire M, Goirand F, Sagot P, Dumas M, Morrison JJ, Bardou M. SAR150640, a selective beta3-adrenoceptor agonist, prevents human myometrial remodelling and activation of matrix metalloproteinase in an in vitro model of chorioamnionitis. Br J Pharmacol. 2010 Mar;159(6):1354-66. doi: 10.1111/j.1476-5381.2009.00616.x. Epub 2010 Feb 5. PMID: 20136828; PMCID: PMC2848938.
