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MedKoo Cat#: 329112 | Name: Cefozopran HCl
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Description:

WARNING: This product is for research use only, not for human or veterinary use.

Cefozopran, also known as SCE-2787 and Firstcin, is a cell wall biosynthesis inhibitor with a broad spectrum of activity against Gram-positive and Gram-negative bacteria. SCE-2787 inhibited 50% of tested isolates of the family Enterobacteriaceae at < or = 0.25 micrograms/ml. SCE-2787 was equally active as or more active than ceftazidime and ceftriaxone against members of the Enterobacteriaceae, except Proteus vulgaris. SCE-2787 inhibited beta-hemolytic streptococci at < or = 0.12 micrograms/mL.

Chemical Structure

Cefozopran HCl
CAS#113981-44-5 (HCl)

Theoretical Analysis

MedKoo Cat#: 329112

Name: Cefozopran HCl

CAS#: 113981-44-5 (HCl)

Chemical Formula: C19H19ClN9O5S2+

Exact Mass: 0.0000

Molecular Weight: 552.99

Elemental Analysis: C, 41.27; H, 3.46; Cl, 6.41; N, 22.80; O, 14.47; S, 11.60

Price and Availability

Size Price Availability Quantity
50mg USD 450.00 2 Weeks
100mg USD 750.00 2 Weeks
200mg USD 1,250.00 2 Weeks
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Related CAS #
113359-04-9 (free base) 113981-44-5 (HCl)
Synonym
Cefozopran Hydrochloride; SCE-2787; SCE2787; SCE 2787; Firstcin;
IUPAC/Chemical Name
1-(((6S,7S)-7-((Z)-2-(5-amino-1,2,4-thiadiazol-3-yl)-2-(methoxyimino)acetamido)-2-carboxy-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-en-3-yl)methyl)imidazo[1,2-b]pyridazin-1-ium
InChi Key
QDUIJCOKQCCXQY-SESLDZIBSA-O
InChi Code
InChI=1S/C19H17N9O5S2/c1-33-24-11(14-23-19(20)35-25-14)15(29)22-12-16(30)28-13(18(31)32)9(8-34-17(12)28)7-26-5-6-27-10(26)3-2-4-21-27/h2-6,12,17H,7-8H2,1H3,(H3-,20,22,23,25,29,31,32)/p+1/b24-11-/t12-,17-/m0/s1
SMILES Code
O=C1[C@H](NC(/C(C2=NSC(N)=N2)=N\OC)=O)[C@]3([H])SCC(C[N+]4=C5C=CC=NN5C=C4)=C(C(O)=O)N13
Appearance
Solid powder
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
More Info
SCE-2787 is a new cephalosporin having a condensed azolium moiety in the 3 position and an aminothiadiazolyl group in the 7 beta side chain. SCE-2787 was more active than ceftazidime and E1040 and was as active as flomoxef and cefpirome, with MICs for 90% of strains tested (MIC90s) being 1.56 micrograms/ml or less. SCE-2787 was also active against Pseudomonas aeruginosa, for which the MIC90 was 6.25 micrograms/ml, which was lower than that of cefpirome and comparable to that of ceftazidime. SCE-2787 was marginally active against methicillin-resistant strains of staphylococci and Enterococcus faecalis, although its MIC90s were the lowest among those of the antibiotics tested. The activities of SCE-2787 against Streptococcus species, most members of the family Enterobacteriaceae, and Haemophilus influenzae exceeded those of ceftazidime and flomoxef and were comparable to those of cefpirome. Furthermore, MIC90s of SCE-2787 were significantly lower than those of ceftazidime for ceftazidime-resistant isolates of Citrobacter freundii and Enterobacter cloacae. SCE-2787 was resistant to hydrolysis by various types of beta-lactamases, including the Bush group 1 beta-lactamases, and had low affinities for these enzymes, with Km or Ki values of greater than 100 microM. The in vitro activity of SCE-2787 was reflected in its efficacy in mouse protection tests. Thus, SCE-2787 appears to be a promising cephalosporin that should be further evaluated in clinical trials.

Preparing Stock Solutions

The following data is based on the product molecular weight 552.99 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.

Recalculate based on batch purity %
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
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. Int J Clin Pharmacol Ther. 2017 Oct;55(10):807-810. doi: 10.5414/CP203066. PMID: 28793956. 12: Mukoyama N, Nakashima M, Miyamura K, Yoshimi A, Noda Y, Mori K. Retrospective survey and evaluation of first-line antibiotics for chemotherapy- induced febrile neutropenia in patients with acute myeloid leukemia. Nagoya J Med Sci. 2017 Feb;79(1):17-26. doi: 10.18999/nagjms.79.1.17. PMID: 28303057; PMCID: PMC5346616. 13: Oie S, Mochizuki K, Ishida K, Nakayama A, Ohkusu K. Case of late-onset bleb associated endophthalmitis caused by Rothia mucilaginosa. J Infect Chemother. 2016 Sep;22(9):645-7. doi: 10.1016/j.jiac.2016.02.007. Epub 2016 Apr 11. PMID: 27008920. 14: Srinivas NR. Interspecies scaling of excretory amounts using allometry - retrospective analysis with rifapentine, aztreonam, carumonam, pefloxacin, miloxacin, trovafloxacin, doripenem, imipenem, cefozopran, ceftazidime, linezolid for urinary excretion and rifapentine, cabotegravir, and dolutegravir for fecal excretion. Xenobiotica. 2016 Sep;46(9):784-92. doi: 10.3109/00498254.2015.1121554. Epub 2015 Dec 29. PMID: 26711252. 15: Negishi T, Matsumoto T, Saito S, Kasuga E, Horiuchi K, Natori T, Takehara K, Sugano M, Honda T. Catheter-Related Bacteremia Due to Gordonia sputi in a Patient with Acute Lymphocytic Leukemia: a Case Report. Jpn J Infect Dis. 2016 Jul 22;69(4):342-3. doi: 10.7883/yoken.JJID.2015.487. Epub 2016 Feb 19. PMID: 26902218. 16: Fukuda S, Komatsu M, Nakamura T, Jikimoto T, Nishio H, Yamasaki K, Satoh K, Toda H, Orita T, Sueyoshi N, Kita M, Nishi I, Akagi M, Higuchi T, Kofuku T, Nakai I, Ono T, Kida K, Ohama M, Watari H, Shimura S, Niki M, Kuchibiro T, Wada Y. [The annual changes in antimicrobial susceptibility test results of Pseudomonas aeruginosa isolates from the Kinki district]. Jpn J Antibiot. 2016 Apr;69(2):101-10. Japanese. PMID: 27544978. 17: Zalewski P, Skibiński R, Paczkowska M, Garbacki P, Talaczyńska A, Cielecka- Piontek J, Jelińska A. Stability of cefozopran hydrochloride in aqueous solutions. Drug Dev Ind Pharm. 2016;42(4):572-7. doi: 10.3109/03639045.2015.1054834. Epub 2015 Jun 16. PMID: 26079426. 18: Zalewski P, Skibiński R, Talaczyńska A, Paczkowska M, Garbacki P, Cielecka- Piontek J. Stability studies of cefoselis sulfate in the solid state. J Pharm Biomed Anal. 2015 Oct 10;114:222-6. doi: 10.1016/j.jpba.2015.05.033. Epub 2015 Jun 1. PMID: 26073113. 19: Murata S, Mushino T, Hosoi H, Kuriyama K, Kurimoto M, Watanuki J, Nishikawa A, Sonoki T, Nakakuma H, Hanaoka N. Real-time monitoring of antimicrobial use density to reduce antimicrobial resistance through the promotion of antimicrobial heterogeneity in a haematology/oncology unit. J Antimicrob Chemother. 2015 Sep;70(9):2661-4. doi: 10.1093/jac/dkv151. Epub 2015 Jun 12. PMID: 26071518. 20: Zalewski P, Garbacki P, Cielecka-Piontek J, Bednarek-Rajewska K, Krause A. DEVELOPMENT AND VALIDATION OF THE STABILITY-INDICATING LC-UV METHOD FOR DETERMINATION OF CEFOZOPRAN HYDROCHLORIDE. Acta Pol Pharm. 2015 May- Jun;72(3):423-7. PMID: 26642650.

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