Synonym
SM 11044; SM11044; SM-11044
IUPAC/Chemical Name
3-(3,4-Dihydroxyphenyl)-N-(3-(4-fluorophenyl)propyl)serine pyrrolidine amide hydrobromide
InChi Key
KQFRDVYXBAGTKV-VEEDUFMYSA-N
InChi Code
InChI=1S/C18H20FNO5.C5H10N2O.BrH/c19-13-6-3-11(4-7-13)2-1-9-20-16(18(24)25)17(23)12-5-8-14(21)15(22)10-12;6-5(8)7-3-1-2-4-7;/h3-8,10,16-17,20-23H,1-2,9H2,(H,24,25);1-4H2,(H2,6,8);1H/t16-,17?;;/m0../s1
SMILES Code
OC(C1=CC=C(O)C(O)=C1)[C@@H](C(O)=O)NCCCC2=CC=C(F)C=C2.O=C(N)N3CCCC3.[H]Br
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
Shelf Life
>3 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
Preparing Stock Solutions
The following data is based on the
product
molecular weight
544.42
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: Sugasawa T, Matsuzaki M, Morooka S, Foignant N, Blin N, Strosberg AD. In vitro study of a novel atypical beta-adrenoceptor agonist, SM-11044. Eur J Pharmacol. 1992 Jun 5;216(2):207-15. PubMed PMID: 1356795.
2: Sugasawa T, Matsuzaki-Fujita M, Guillaume JL, Camoin L, Morooka S, Strosberg AD. Characterization of a novel iodocyanopindolol and SM-11044 binding protein, which may mediate relaxation of depolarized rat colon tonus. J Biol Chem. 1997 Aug 22;272(34):21244-52. PubMed PMID: 9261134.
3: Sugasawa T, Lenzen G, Simon S, Hidaka J, Cahen A, Guillaume JL, Camoin L, Strosberg AD, Nahmias C. The iodocyanopindolol and SM-11044 binding protein belongs to the TM9SF multispanning membrane protein superfamily. Gene. 2001 Aug 8;273(2):227-37. PubMed PMID: 11595169.
4: Okamoto M, Ohgami Y, Nakazawa H. Direct stereochemical resolution of SM-11044, a novel anti-asthmatic drug, and its stereoisomers using a chiral immobilized protein stationary phase. J Chromatogr A. 1993 Nov 5;653(2):261-5. PubMed PMID: 7903585.
5: Hoffstedt J, Lönnqvist F, Shimizu M, Blaak E, Arner P. Effects of several putative beta 3-adrenoceptor agonists on lipolysis in human omental adipocytes. Int J Obes Relat Metab Disord. 1996 May;20(5):428-34. PubMed PMID: 8696421.
6: Bando T, Fujimura M, Kasahara K, Ueno T, Matsuda T. Selective beta2-adrenoceptor agonist enhances sensitivity to cisplatin in non-small cell lung cancer cell line. Oncol Rep. 2000 Jan-Feb;7(1):49-52. PubMed PMID: 10601590.
