Chloramphenicol 3-acetate

Base Information

Chemical Name:Chloramphenicol 3-acetate
CAS No.:10318-16-8
Molecular Formula:C13H14 Cl2 N2 O6
Molecular Weight:365.17
Hs Code.:
DSSTox Substance ID:DTXSID30908222
Nikkaji Number:J1.692.373G
Wikidata:Q27102050
Metabolomics Workbench ID:50616
ChEMBL ID:CHEMBL4177469
Mol file:10318-16-8.mol

Synonyms:3'-O-acetylchloramphenicol;3-acetylchloramphenicol;chloramphenicol 3-acetate

Suppliers and Price of Chloramphenicol 3-acetate

Supply Marketing:

Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

Manufacturers and distributors:

Manufacture/Brand
Chemicals and raw materials
Packaging
price

TRC
Chloramphenicol3-Acetate
50mg
$ 825.00

Cayman Chemical
Chloramphenicol Acetate ≥99%
5mg
$ 99.00

Cayman Chemical
Chloramphenicol Acetate ≥99%
25mg
$ 446.00

AK Scientific
Chloramphenicol3-acetate
5mg
$ 233.00

Total 14 raw suppliers

Chemical Property of Chloramphenicol 3-acetate

Chemical Property:

Vapor Pressure:1.02E-14mmHg at 25°C
Boiling Point:589°C at 760 mmHg
Flash Point:310°C
PSA：124.94000
Density:1.473g/cm³
LogP:2.84330
Storage Temp.:-20°C Freezer
Solubility.:Chloroform (Slightly), Methanol (Slightly)
XLogP3:1.7
Hydrogen Bond Donor Count:2
Hydrogen Bond Acceptor Count:6
Rotatable Bond Count:7
Exact Mass:364.0228916
Heavy Atom Count:23
Complexity:435

Purity/Quality:

98%,99%, ^*data from raw suppliers

Chloramphenicol3-Acetate ^*data from reagent suppliers

Safty Information:

Pictogram(s):
Hazard Codes:

MSDS Files:: SDS file from LookChem

Useful:

Canonical SMILES:CC(=O)OCC(C(C1=CC=C(C=C1)[N+](=O)[O-])O)NC(=O)C(Cl)Cl
Isomeric SMILES:CC(=O)OC[C@H]([C@@H](C1=CC=C(C=C1)[N+](=O)[O-])O)NC(=O)C(Cl)Cl
Description Chloramphenicol acetate is an acetylated and inactive version of chloramphenicol. It is formed in E. coli and S. aureus by the inducible enzyme chloramphenicol acetyltransferase in the presence of acetyl coenzyme A (acetyl-CoA; ) to confer chloramphenicol resistance. Chloramphenicol acetate has no antibiotic activity against S. sonnei in a turbidimetric assay.
Uses Chloramphenicol acetate is a naturally-occurring co-metabolite of chloramphenicol in Streptomyces venezuelae with albeit significantly lower potency. Chloramphenicol acetate is the major product of chloramphenicol acetyltransferase, the major resistance mechanism to chloramphenicol. Chloramphenicol 3-Acetate is an Chloramphenicol (C325030) derivative found in metabolic decomposition of Chloramphenicol by Alcaligenes faecalis.

Technology Process of Chloramphenicol 3-acetate

There total 11 articles about Chloramphenicol 3-acetate which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 90.0%

: 108-05-4,9003-20-7
vinyl acetate

: 56-75-7,85666-84-8
chloramphenicol

: 10318-16-8
(2R,3R)-2-[(dichloroacetyl)amino]-3-hydroxy-3-(4-nitrophenyl)propyl acetate

Guidance literature:: With Novozym 435; In acetonitrile; at 20 ℃; for 3h; regioselective reaction; Inert atmosphere; Enzymatic reaction;
DOI:10.1016/j.tet.2011.02.070

Reference yield:

: 56-75-7,85666-84-8
chloramphenicol

: 72-89-9
acetylcoenzyme A

: 10318-16-8
(2R,3R)-2-[(dichloroacetyl)amino]-3-hydroxy-3-(4-nitrophenyl)propyl acetate

: 24863-80-7,24863-94-3
(1R,2R)-2-[(dichloroacetyl)amino]-3-hydroxy-1-(4-nitrophenyl)propyl acetate

Guidance literature:: With chloramphenicol acetyltransferase; In aq. buffer; at 30 ℃; for 0.166667h; pH=7; Enzymatic reaction;
DOI:10.1021/acs.orglett.5b02113

Reference yield:

: 10318-17-9
(1R,2R)-3-(acetyloxy)-2-[(dichloroacetyl)amino]-1-(4-nitrophenyl)propyl acetate

: 10318-16-8
(2R,3R)-2-[(dichloroacetyl)amino]-3-hydroxy-3-(4-nitrophenyl)propyl acetate

Guidance literature:: Multi-step reaction with 2 steps

1: Novozym 435 / acetonitrile / 24 h / 20 °C / pH 7 / aq. phosphate buffer; Enzymatic reaction

2: Novozym 435 / acetonitrile / 3 h / 20 °C / Inert atmosphere; Enzymatic reaction

With Novozym 435; In acetonitrile;
DOI:10.1016/j.tet.2011.02.070