Synonym
BMS-247243; BMS 247243; BMS247243; UNII-KG8365V22L.
IUPAC/Chemical Name
(6R,7R)-7-(2-((4-((E)-3-((carboxylatomethyl)amino)-3-oxoprop-1-en-1-yl)-2,5-dichlorophenyl)thio)acetamido)-3-(((2,6-dimethyl-1-(3-(4-methylmorpholino-4-ium)propyl)pyridin-1-ium-4-yl)thio)methyl)-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylate
InChi Key
MOYDKLWHWUTKTI-LDCQLTLFSA-N
InChi Code
InChI=1S/C36H41Cl2N5O8S3/c1-21-13-25(14-22(2)41(21)7-4-8-43(3)9-11-51-12-10-43)52-18-24-19-54-35-32(34(48)42(35)33(24)36(49)50)40-30(45)20-53-28-16-26(37)23(15-27(28)38)5-6-29(44)39-17-31(46)47/h5-6,13-16,32,35H,4,7-12,17-20H2,1-3H3,(H2-2,39,40,44,45,46,47,49,50)/b6-5+/t32-,35-/m1/s1
SMILES Code
Cc1cc(cc([n+]1CCC[N+]2(CCOCC2)C)C)SCC3=C(N4[C@@H]([C@@H](C4=O)NC(=O)CSc5cc(c(cc5Cl)/C=C/C(=O)NCC(=O)[O-])Cl)SC3)C(=O)[O-]
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
>2 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
838.84
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: Shahid M, Sobia F, Singh A, Malik A, Khan HM, Jonas D, Hawkey PM. Beta-lactams and beta-lactamase-inhibitors in current- or potential-clinical practice: a comprehensive update. Crit Rev Microbiol. 2009;35(2):81-108. doi: 10.1080/10408410902733979. Review. PubMed PMID: 19514910.
2: Clark J, Fung-Tomc JC, Minassian B, Tsai YH, Yang H, Huczko E, Kolek B, Chaniewski S, Ferraro C, Drain R, Gradelski E, Bonner DP. In vitro and in vivo activities of a novel cephalosporin, BMS-247243, against organisms other than staphylococci. Antimicrob Agents Chemother. 2002 Apr;46(4):1108-11. PubMed PMID: 11897599; PubMed Central PMCID: PMC127083.
3: Fung-Tomc JC, Clark J, Minassian B, Pucci M, Tsai YH, Gradelski E, Lamb L, Medina I, Huczko E, Kolek B, Chaniewski S, Ferraro C, Washo T, Bonner DP. In vitro and in vivo activities of a novel cephalosporin, BMS-247243, against methicillin-resistant and -susceptible staphylococci. Antimicrob Agents Chemother. 2002 Apr;46(4):971-6. PubMed PMID: 11897577; PubMed Central PMCID: PMC127082.
4: Johnson AP. Anti-MRSA cephalosporins Bristol-Myers Squibb. Curr Opin Investig Drugs. 2001 Feb;2(2):205-8. Review. PubMed PMID: 11816831.