Chloramphenicol succinate - ≥94% , CAS No.3544-94-3

CAS: 3544-94-3 Cat. No.: C329348 Molecular Weight: 423.2 EC Number: 222-590-0

GRADE & PURITY ≥94%

Synonyms

KBioSS_000582 | Kemicetine succinate | SBI-0051278.P003 | EINECS 222-590-0 | HY-N7114 | chloramphenicol hemisuccinate | Spectrum_000122 | Chloramphenicol acid succinate | Chloramphenicol hydrogen succinate | Spectrum4_000274 | Succinato de cloranfenicol [

Storage

Store at -20°C

Shipped In

Ice chest + Ice pads

Overview

Chloramphenicol succinate is prepared by acylation of chloramphenicol with succinic anhydride, yielding a water soluble pro-drug. Chloramphenicol succinate is an alternative pro-drug strategy for chloramphenicol which has a use in surface antibiotic treatment. Succinate dehydrogenase is the enzyme that aids the chloramphenicol form.

Specifications

Synonyms

KBioSS_000582 | Kemicetine succinate | SBI-0051278.P003 | EINECS 222-590-0 | HY-N7114 | chloramphenicol hemisuccinate | Spectrum_000122 | Chloramphenicol acid succinate | Chloramphenicol hydrogen succinate | Spectrum4_000274 | Succinato de cloranfenicol [

Specifications & Purity

≥94%

Storage

Store at -20°C

Shipped In

Ice chest + Ice pads

This product requires cold chain shipping. Ground and other economy services are not available.

Purity

≥94%

Names and Identifiers

• Pubchem Sid: 504759777
• Pubchem Sid Url: https://pubchem.ncbi.nlm.nih.gov/substance/504759777
• Canonical Smiles: C1=CC(=CC=C1C(C(COC(=O)CCC(=O)O)NC(=O)C(Cl)Cl)O)[N+](=O)[O-]
• IUPAC Name: 4-[(2R,3R)-2-[(2,2-dichloroacetyl)amino]-3-hydroxy-3-(4-nitrophenyl)propoxy]-4-oxobutanoic acid
• InChIKey: LIRCDOVJWUGTMW-ZWNOBZJWSA-N
• INCHI: 1S/C15H16Cl2N2O8/c16-14(17)15(24)18-10(7-27-12(22)6-5-11(20)21)13(23)8-1-3-9(4-2-8)19(25)26/h1-4,10,13-14,23H,5-7H2,(H,18,24)(H,20,21)/t10-,13-/m1/s1
• Isomeric SMILES: C1=CC(=CC=C1[C@H]([C@@H](COC(=O)CCC(=O)O)NC(=O)C(Cl)Cl)O)[N+](=O)[O-]
• Molecular Weight: 423.2
• Reaxy-Rn: 2193542
• Reaxys-RN_link_address: https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=2193542&ln=

Taxonomic Classification

Taxonomy Tree

• Kingdom Organic compounds
  • Superclass Benzenoids
    • Class Benzene and substituted derivatives
      • Subclass Nitrobenzenes

• Kingdom: Organic compounds
• Superclass: Benzenoids
• Class: Benzene and substituted derivatives
• Subclass: Nitrobenzenes
• Intermediate Tree Nodes: Not available
• Direct Parent: Nitrobenzenes
• Alternative Parents: Nitroaromatic compounds Fatty acid esters Dicarboxylic acids and derivatives Secondary carboxylic acid amides Secondary alcohols Carboxylic acid esters Propargyl-type 1,3-dipolar organic compounds Carboxylic acids Organic oxoazanium compounds Organic oxides Hydrocarbon derivatives Organic zwitterions Organochlorides Organonitrogen compounds Organopnictogen compounds Carbonyl compounds Aromatic alcohols Alkyl chlorides
• Molecular Framework: Aromatic homomonocyclic compounds
• Substituents: Nitrobenzene - Nitroaromatic compound - Fatty acid ester - Dicarboxylic acid or derivatives - Fatty acyl - Carboxamide group - Carboxylic acid ester - C-nitro compound - Organic nitro compound - Secondary alcohol - Secondary carboxylic acid amide - Carboxylic acid derivative - Carboxylic acid - Organic 1,3-dipolar compound - Organic oxoazanium - Propargyl-type 1,3-dipolar organic compound - Allyl-type 1,3-dipolar organic compound - Organochloride - Organohalogen compound - Alkyl halide - Hydrocarbon derivative - Organic oxide - Organopnictogen compound - Alkyl chloride - Organic oxygen compound - Alcohol - Organonitrogen compound - Organooxygen compound - Carbonyl group - Organic nitrogen compound - Aromatic alcohol - Organic zwitterion - Aromatic homomonocyclic compound
• Description: This compound belongs to the class of organic compounds known as nitrobenzenes. These are compounds containing a nitrobenzene moiety, which consists of a benzene ring with a carbon bearing a nitro group.
• External Descriptors: Not available

Data sources

1. Djoumbou Feunang Y, Eisner R, Knox C, Chepelev L, Hastings J, Owen G, Fahy E, Steinbeck C, Subramanian S, Bolton E, Greiner R, and Wishart DS. ClassyFire: Automated Chemical Classification With A Comprehensive, Computable Taxonomy. Journal of Cheminformatics, 2016, 8:61.

DOI: 10.1186/s13321-016-0174-y

Associated Targets(non-human)

Escherichia coli (133304 Activities)

Explore this target

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

Mechanisms of Action

Chemical and Physical Properties

• Molecular Weight: 423.200 g/mol
• XLogP3: 1.100
• Hydrogen Bond Donor Count: 3
• Hydrogen Bond Acceptor Count: 8
• Rotatable Bond Count: 10
• Exact Mass: 422.028 Da
• Monoisotopic Mass: 422.028 Da
• Topological Polar Surface Area: 159.000 Ų
• Heavy Atom Count: 27
• Formal Charge: 0
• Complexity: 546.000
• Isotope Atom Count: 0
• Defined Atom Stereocenter Count: 2
• Undefined Atom Stereocenter Count: 0
• Defined Bond Stereocenter Count: 0
• Undefined Bond Stereocenter Count: 0
• The total count of all stereochemical bonds: 0
• Covalently-Bonded Unit Count: 1

References

1. Naifeng Xu, Liguang Xu, Wei Ma, Liqiang Liu, Hua Kuang, Chuanlai Xu.  (2015)  An ultrasensitive immunochromatographic assay for non-pretreatment monitoring of chloramphenicol in raw milk.  FOOD AND AGRICULTURAL IMMUNOLOGY,      [PMID:] [10.1080/09540105.2014.998640]

2. Naifeng Xu, Liguang Xu, Wei Ma, Hua Kuang, Chuanlai Xu.  (2015)  Development and characterisation of an ultrasensitive monoclonal antibody for chloramphenicol.  FOOD AND AGRICULTURAL IMMUNOLOGY,      [PMID:] [10.1080/09540105.2014.950201]

3. Jiayue Zhou, Dongmei Li, Jie Nan, Nan Zhang, Hongwei Zhao, Huan Xia, Zhuxin Chang, Na Sai.  (2024)  Beetle-inspired AuNPs semi-embedded colloidal crystal chips for the highly sensitive and colored detection of chloramphenicol in foods.  FOOD CHEMISTRY,      [PMID:38788478] [10.1016/j.foodchem.2024.139650]

4. Cai Yi, Ma Ning, Wu Ning Peng, Wang Jian Ping.  (2024)  Development of a competitive array for discriminative determination of amphenicols in egg based on ribosomal protein L16.  Food Quality and Safety,      [PMID:] [10.1093/fqsafe/fyad070]