Synonym
Desacetylcephalothin Free Base; Deacetylcephalothin
IUPAC/Chemical Name
(6R-trans)-3-(Hydroxymethyl)-8-oxo-7-(2-thienylacetamido)-5-thia-1-azabicyclo(4.2.0)oct-2-ene-2-carboxylic acid
InChi Key
HTBAVMIGXROYPQ-ZWNOBZJWSA-N
InChi Code
InChI=1S/C14H14N2O5S2/c17-5-7-6-23-13-10(12(19)16(13)11(7)14(20)21)15-9(18)4-8-2-1-3-22-8/h1-3,10,13,17H,4-6H2,(H,15,18)(H,20,21)/t10-,13-/m1/s1
SMILES Code
O=C(C(N12)=C(CO)CS[C@]2([H])[C@H](NC(CC3=CC=CS3)=O)C1=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
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
354.39
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: Nolan CM, Ulmer WC Jr. A study of cephalothin and desacetylcephalothin in cerebrospinal fluid in therapy for experimental pneumococcal meningitis. J Infect Dis. 1980 Mar;141(3):326-30. doi: 10.1093/infdis/141.3.326. PMID: 7365282.
2: Bergeron MG, Nguyen BM, Trottier S, Gauvreau L. Penetration of cefamandole, cephalothin, and desacetylcephalothin into fibrin clots. Antimicrob Agents Chemother. 1977 Dec;12(6):682-7. doi: 10.1128/aac.12.6.682. PMID: 931366; PMCID: PMC430004.
3: Hoehn MM, Murphy HW, Pugh CT, Davis NE. Paper chromatographic techniques for the determination of cephalothin and desacetylcephalothin in body fluids. Appl Microbiol. 1970 Nov;20(5):734-6. PMID: 4991918; PMCID: PMC377035.
4: Ruoff WW Jr, Sams RA. Pharmacokinetics and bioavailability of cephalothin in horse mares. Am J Vet Res. 1985 Oct;46(10):2085-90. PMID: 4062011.
5: Sarti F, Barthelmes J, Iqbal J, Hintzen F, Bernkop-Schnürch A. Intestinal enzymatic metabolism of drugs. J Pharm Pharmacol. 2011 Mar;63(3):392-9. doi: 10.1111/j.2042-7158.2010.01224.x. Epub 2011 Feb 8. PMID: 21749387.
6: Nilsson-Ehle I, Yoshikawa TT, Schotz MC, Guze LB. Quantitation of antibiotics by high-pressure liquid chromatography: cephalothin. Antimicrob Agents Chemother. 1978 Feb;13(2):221-7. doi: 10.1128/aac.13.2.221. PMID: 646344; PMCID: PMC352218.
7: Neidleman SL, Pan SC, Last JA, Dolfini JE. Chemical conversion of desacetylcephalothin lactone into desacetylcephalothin. The final link in a total synthesis of cephalosporanic acid derivatives. J Med Chem. 1970 May;13(3):386-8. doi: 10.1021/jm00297a012. PMID: 5441127.
8: Hottendorf GH, Laska DA, Williams PD, Ford SM. Role of desacetylation in the detoxification of cephalothin in renal cells in culture. J Toxicol Environ Health. 1987;22(1):101-11. doi: 10.1080/15287398709531054. PMID: 3612832.
9: Jones RN, Packer RR. Cefotaxime, cephalothin, and cephapirin: antimicrobial activity and synergy studies of cephalosporins with significant in vivo desacetyl metabolite concentrations. Diagn Microbiol Infect Dis. 1984 Jan;2(1):65-8. doi: 10.1016/0732-8893(84)90024-5. PMID: 6100364.
10: Kuramoto M, Ishimura Y, Morimoto J, Lee S, Katori T. [Studies on acute toxicity of desacetylcephalothin (author's transl)]. Jpn J Antibiot. 1975 Feb;28(1):81-4. Japanese. PMID: 1127833.
