Carbenicillin

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

MedKoo CAT#: 317369

CAS#: 4697-36-3

Description: 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

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Carbenicillin
CAS# 4697-36-3

Theoretical Analysis

MedKoo Cat#: 317369
Name: Carbenicillin
CAS#: 4697-36-3
Chemical Formula: C17H18N2O6S
Exact Mass: 378.09
Molecular Weight: 378.400
Elemental Analysis: C, 53.96; H, 4.79; N, 7.40; O, 25.37; S, 8.47

Price and Availability

Size Price Availability Quantity
10mg USD -2
25mg USD -2
50mg USD -2
100mg USD -2
200mg USD -2
500mg USD -2
1g USD -1
2g USD -1
5g USD -1
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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:

Biological target:
In vitro activity:
In vivo activity:

Solubility Data

Solvent Max Conc. mg/mL Max Conc. mM
Solubility
Soluble in DMSO, not in water 0.0 100.00

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
Formulation protocol:
In vitro protocol:
In vivo protocol:

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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.