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Azidamfenicol - ≥95%, high purity , CAS No.13838-08-9

In stock
Item Number
A329342
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A329342-5mg
5mg
Available within 8-12 weeks(?)
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$251.90

a semi-synthetic chloramphenicol

View related series
Antibiotic (1629) Bacterial (3013)

Basic Description

Synonyms Berlicetin | threo-2-Azido-N-(beta-hydroxy-alpha-(hydroxymethyl)-p-nitrophenethyl)acetamide | Azidanfenicol [INN-Spanish] | Acetamide, 2-azido-N-((1R,2R)-2-hydroxy-1-(hydroxymethyl)-2-(4-nitrophenyl)ethyl)- | Acetamide, 2-azido-N-(2-hydroxy-1-(hydroxymeth
Specifications & Purity Moligand™, ≥95%
Source Semi-synthetic
Storage Temp Store at -20°C
Shipped In
Ice chest + Ice pads
This product requires cold chain shipping. Ground and other economy services are not available.
Grade Moligand™
Product Description

Azidamfenicol is a semi-synthetic chloramphenicol in which the nitro moiety is replaced with a methylsulphone and the dichloroacetamide is replaced with azidoacetamide, first synthesised at Bayer in 1959. Azidamfenicol is a broad spectrum antibiotic with good activity against Gram negative and anaerobic bacteria. Azidamfenicol acts by binding to the 23S sub-unit of the 50S ribosome, inhibiting protein synthesis. Azidamfenicol has received little research attention with only a few literature citations.

Taxonomic Classification

Taxonomy Tree

Kingdom Organic compounds
Superclass Organic acids and derivatives
Class Carboxylic acids and derivatives
Subclass Amino acids, peptides, and analogues
Intermediate Tree Nodes Amino acids and derivatives
Direct Parent Alpha amino acids and derivatives
Alternative Parents Nitrobenzenes  Nitroaromatic compounds  Secondary carboxylic acid amides  Secondary alcohols  Azo imides  Azo compounds  Propargyl-type 1,3-dipolar organic compounds  Organic oxoazanium compounds  Primary alcohols  Organopnictogen compounds  Organic zwitterions  Organic oxides  Hydrocarbon derivatives  Carbonyl compounds  Aromatic alcohols  
Molecular Framework Aromatic homomonocyclic compounds
Substituents Alpha-amino acid or derivatives - Nitrobenzene - Nitroaromatic compound - Monocyclic benzene moiety - Benzenoid - Azo compound - Azo imide - Carboxamide group - C-nitro compound - Secondary alcohol - Secondary carboxylic acid amide - Organic nitro compound - Organic 1,3-dipolar compound - Propargyl-type 1,3-dipolar organic compound - Allyl-type 1,3-dipolar organic compound - Organic oxoazanium - Hydrocarbon derivative - Organooxygen compound - Organonitrogen compound - Primary alcohol - Organopnictogen compound - Alcohol - Organic zwitterion - Organic oxide - Organic nitrogen compound - Organic oxygen compound - Aromatic alcohol - Carbonyl group - Aromatic homomonocyclic compound
Description This compound belongs to the class of organic compounds known as alpha amino acids and derivatives. These are amino acids in which the amino group is attached to the carbon atom immediately adjacent to the carboxylate group (alpha carbon), or a derivative thereof.
External Descriptors Not available

Names and Identifiers

IUPAC Name 2-azido-N-[(1R,2R)-1,3-dihydroxy-1-(4-nitrophenyl)propan-2-yl]acetamide
INCHI InChI=1S/C11H13N5O5/c12-15-13-5-10(18)14-9(6-17)11(19)7-1-3-8(4-2-7)16(20)21/h1-4,9,11,17,19H,5-6H2,(H,14,18)/t9-,11-/m1/s1
InChIKey SGRUZFCHLOFYHZ-MWLCHTKSSA-N
Smiles C1=CC(=CC=C1C(C(CO)NC(=O)CN=[N+]=[N-])O)[N+](=O)[O-]
Isomeric SMILES C1=CC(=CC=C1[C@H]([C@@H](CO)NC(=O)CN=[N+]=[N-])O)[N+](=O)[O-]
Molecular Weight 295.25
Reaxy-Rn 2176798
Reaxys-RN_link_address https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=2176798&ln=

Certificates(CoA,COO,BSE/TSE and Analysis Chart)

C of A & Other Certificates(BSE/TSE, COO):
Analytical Chart:

Chemical and Physical Properties

Molecular Weight 295.250 g/mol
XLogP3 1.000
Hydrogen Bond Donor Count 3
Hydrogen Bond Acceptor Count 7
Rotatable Bond Count 6
Exact Mass 295.092 Da
Monoisotopic Mass 295.092 Da
Topological Polar Surface Area 130.000 Ų
Heavy Atom Count 21
Formal Charge 0
Complexity 412.000
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

Solution Calculators

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