MedKoo Cat#: 317369 | Name: Carbenicillin

Description:

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

Carbenicillin is a bactericidal antibiotic belonging to the carboxypenicillin subgroup of the penicillins. It was discovered by scientists at Beecham and marketed as Pyopen. It has Gram-negative coverage which includes Pseudomonas aeruginosa but limited Gram-positive coverage. The carboxypenicillins are susceptible to degradation by beta-lactamase enzymes, although they are more resistant than ampicillin to degradation. Carbenicillin is also more stable at lower pH than ampicillin.

Chemical Structure

Carbenicillin
Carbenicillin
CAS#4697-36-3 (free acid)

Theoretical Analysis

MedKoo Cat#: 317369

Name: Carbenicillin

CAS#: 4697-36-3 (free acid)

Chemical Formula: C17H18N2O6S

Exact Mass: 378.0886

Molecular Weight: 378.40

Elemental Analysis: C, 53.96; H, 4.79; N, 7.40; O, 25.37; S, 8.47

Price and Availability

This product is currently not in stock but may be available through custom synthesis. To ensure cost efficiency, the minimum order quantity is 1 gram. The estimated lead time is 2 to 4 months, with pricing dependent on the complexity of the synthesis (typically high for intricate chemistries). Quotes for quantities below 1 gram will not be provided. To request a quote, please click the button below. Note: If this product becomes available in stock in the future, pricing will be listed accordingly.
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Synonym
Carbenicillin, Anabactyl, Carbapen
IUPAC/Chemical Name
(2S,5R,6R)-6-[(2-carboxy-2-phenylacetyl)amino]-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid
InChi Key
FPPNZSSZRUTDAP-UWFZAAFLSA-N
InChi Code
InChI=1S/C17H18N2O6S/c1-17(2)11(16(24)25)19-13(21)10(14(19)26-17)18-12(20)9(15(22)23)8-6-4-3-5-7-8/h3-7,9-11,14H,1-2H3,(H,18,20)(H,22,23)(H,24,25)/t9?,10-,11+,14-/m1/s1
SMILES Code
O=C([C@@H](C(C)(C)S[C@]1([H])[C@@H]2NC(C(C(O)=O)C3=CC=CC=C3)=O)N1C2=O)O
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, 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
More Info
Solvent mg/mL mM
Solubility
Soluble in DMSO, not in water 0.0 100.00
Note: There can be variations in solubility for the same chemical from different vendors or different batches from the same vendor. The following factors can affect the solubility of the same chemical: solvent used for crystallization, residual solvent content, polymorphism, salt versus free form, degree of hydration, solvent temperature. Please use the solubility data as a reference only. Warming and sonication will facilitate dissolving. Still have questions? Please contact our Technical Support scientists.

Preparing Stock Solutions

The following data is based on the product molecular weight 378.40 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
1: Liu X, Li Y, Guo Y, Zeng Z, Li B, Wood TK, Cai X, Wang X. Physiological Function of Rac Prophage During Biofilm Formation and Regulation of Rac Excision in Escherichia coli K-12. Sci Rep. 2015 Nov 4;5:16074. doi: 10.1038/srep16074. PubMed PMID: 26530864. 2: Wang YT, Cheng TL. Refined Models of New Delhi metallo-beta-lactamase-1 with Inhibitors: An QM/MM Modeling Study. J Biomol Struct Dyn. 2015 Oct 21:1-41. [Epub ahead of print] PubMed PMID: 26488313. 3: El-Zahry MR, Refaat IH, Mohamed HA, Rosenberg E, Lendl B. Utility of surface enhanced Raman spectroscopy (SERS) for elucidation and simultaneous determination of some penicillins and penicilloic acid using hydroxylamine silver nanoparticles. Talanta. 2015 Nov 1;144:710-6. doi: 10.1016/j.talanta.2015.07.015. Epub 2015 Jul 10. PubMed PMID: 26452881.