Synonym
Cefmenoxime sodium; UNII-RB30TNF2RT
IUPAC/Chemical Name
sodium (6R,7R)-7-((Z)-2-(2-aminothiazol-4-yl)-2-(methoxyimino)acetamido)-3-(((1-methyl-1H-tetrazol-5-yl)thio)methyl)-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylate
InChi Key
RXYOYKDBLLALFG-FAIYLGIWSA-M
InChi Code
InChI=1S/C16H17N9O5S3.Na/c1-24-16(20-22-23-24)33-4-6-3-31-13-9(12(27)25(13)10(6)14(28)29)19-11(26)8(21-30-2)7-5-32-15(17)18-7;/h5,9,13H,3-4H2,1-2H3,(H2,17,18)(H,19,26)(H,28,29);/q;+1/p-1/b21-8-;/t9-,13-;/m1./s1
SMILES Code
CO/N=C(c1nc(N)sc1)\C(N[C@H]2[C@H]3SCC(CSc4n(C)nnn4)=C(C([O-])=O)N3C2=O)=O.[Na+]
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
533.53
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: Shimizu K. [Cefmenoxime]. Jpn J Antibiot. 1983 Jun;36(6):1165-72. Japanese. PMID: 6317903.
2: Campoli-Richards DM, Todd PA. Cefmenoxime. A review of its antibacterial activity, pharmacokinetic properties and therapeutic use. Drugs. 1987 Aug;34(2):188-221. doi: 10.2165/00003495-198734020-00002. PMID: 3304966.
3: Stamm JM, Girolami RL, Shipkowitz NL, Bower RR. Antimicrobial activity of cefmenoxime (SCE-1365). Antimicrob Agents Chemother. 1981 Mar;19(3):454-60. doi: 10.1128/aac.19.3.454. PMID: 6264846; PMCID: PMC181453.
4: Reitberg DP, Cumbo TJ, Smith IL, Schentag JJ. Effect of protein binding on cefmenoxime steady-state kinetics in critical patients. Clin Pharmacol Ther. 1984 Jan;35(1):64-73. doi: 10.1038/clpt.1984.10. PMID: 6317272.
5: Onks DL, Harris JF, Robertson AF. Cefmenoxime and bilirubin: competition for albumin binding. Pharmacol Toxicol. 1991 May;68(5):329-31. doi: 10.1111/j.1600-0773.1991.tb01248.x. PMID: 1946178.
6: Tsuchiya K, Kondo M, Kida M, Nakao M, Iwahi T, Nishi T, Noji Y, Takeuchi M, Nozaki Y. Cefmenoxime (SCE-1365), a novel broad-spectrum cephalosporin: in vitro and in vivo antibacterial activities. Antimicrob Agents Chemother. 1981 Jan;19(1):56-65. doi: 10.1128/aac.19.1.56. PMID: 6941742; PMCID: PMC181357.
7: Tan JS, File TM Jr. Cefmenoxime versus cefoxitin in the treatment of serious bacterial infections. Am J Med. 1984 Dec 21;77(6A):51-2. doi: 10.1016/s0002-9343(84)80075-3. PMID: 6097125.
8: Baker RL, Perkins RL. Cefmenoxime: clinical evaluation. Am J Med. 1984 Dec 21;77(6A):53-9. doi: 10.1016/s0002-9343(84)80076-5. PMID: 6097126.
9: Sennello LT, Quinn D, Rollins DE, Tolman KG, Sonders RC. Effect of probenecid on the pharmacokinetics of cefmenoxime. Antimicrob Agents Chemother. 1983 Jun;23(6):803-7. doi: 10.1128/aac.23.6.803. PMID: 6311084; PMCID: PMC184968.
10: Duncker GI, Reich U, Krausse R. Cefmenoxime in corneal organ culture. Ophthalmologica. 1994;208(5):262-6. doi: 10.1159/000310505. PMID: 7816419.