Synonym
L 656575; L-656575; L656575; L-656,575; L 656,575; L656,575; Ocp 9-176;
IUPAC/Chemical Name
(4R,6S,7R)-7-((Z)-2-(2-aminothiazol-4-yl)-2-(((2-carboxypropan-2-yl)oxy)imino)acetamido)-4-methyl-3-(((1-methylpyridin-1-ium-4-yl)thio)methyl)-8-oxo-5-oxa-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylate
InChi Key
AXPAGQFNDQXHIX-OGJJTABJSA-N
InChi Code
InChI=1S/C24H26N6O8S2/c1-11-13(9-39-12-5-7-29(4)8-6-12)17(21(33)34)30-19(32)16(20(30)37-11)27-18(31)15(14-10-40-23(25)26-14)28-38-24(2,3)22(35)36/h5-8,10-11,16,20H,9H2,1-4H3,(H4-,25,26,27,31,33,34,35,36)/b28-15-/t11-,16+,20+/m1/s1
SMILES Code
C[N+]1=CC=C(SCC([C@@H](C)O[C@@]2([H])[C@H]3NC(/C(C4=CSC(N)=N4)=N\OC(C)(C(O)=O)C)=O)=C(C([O-])=O)N2C3=O)C=C1
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
>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
590.62
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: Hakimelahi GH, Tsay SC, Tso HH, Ramezani Z, Hwu JR. Synthesis and biological evaluation of an electronically activated isooxacephem. Bioorg Med Chem. 1996 Aug;4(8):1361-4. PubMed PMID: 8879559.
2: Gu JW, Chin NX, Neu HC. In vitro activity of an oxycephem OCP 9-176 compared with its sulfur analog and other beta-lactams. Diagn Microbiol Infect Dis. 1991 Mar-Apr;14(2):135-40. PubMed PMID: 1873972.
3: Okonogi T, Shibahara S, Murai Y, Yoshida T, Inouye S, Kondo S, Christensen BG. Synthesis and antibacterial activity of novel 2-methyl-1-oxacephalosporins. J Antibiot (Tokyo). 1990 Apr;43(4):357-71. PubMed PMID: 2351611.
4: Shibahara S, Okonogi T, Murai Y, Kudo T, Yoshida T, Kondo S, Christensen BG. Synthesis of a novel 2 beta-methyl-1-oxacephalosporin, OCP-9-176. J Antibiot (Tokyo). 1988 Aug;41(8):1154-7. PubMed PMID: 3170350.
5: Weissberger B, Abruzzo GK, Fromtling RA, Valiant ME, Shungu DL, Gadebusch HH. L-656,575 (OCP-9-176): a novel oxacephem. In vitro activity against aerobic and anaerobic clinical bacterial isolates. J Antibiot (Tokyo). 1988 Aug;41(8):1130-6. PubMed PMID: 3170346.
6: Gilfillan EC, Pelak BA, Fromtling RA, Bland J, Hadley S, Gadebusch HH. L-656,575 (OCP-9-176): a novel oxacephem. Pharmacokinetics and experimental chemotherapy. J Antibiot (Tokyo). 1988 Aug;41(8):1137-41. PubMed PMID: 3049491.
