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Azidamfenicol

Azidamfenicol structure

CAS No:
13838-08-9
Formula:
C11H13N5O5
Chemical Name:
Azidamfenicol
Synonyms:
Acetamide,2-azido-N-[(1R,2R)-2-hydroxy-1-(hydroxymethyl)-2-(4-nitrophenyl)ethyl]-;Acetamide,2-azido-N-[β-hydroxy-α-(hydroxymethyl)-p-nitrophenethyl]-,D-threo-(-)-;Acetamide,2-azido-N-[2-hydroxy-1-(hydroxymethyl)-2-(4-nitrophenyl)ethyl]-,[R-(R*,R*)]-;2-Azido-N-[(1R,2R)-2-hydroxy-1-(hydroxymethyl)-2-(4-nitrophenyl)ethyl]acetamide;D-(-)-threo-1-p-Nitrophenyl-2-azidoacetylamino-1,3-propanediol;Azidamphenicol;Azidoamphenicol;Azidamfenicol;Leukomycin N
Categories:
Inorganic Chemistry > Inorganic Salts

Description

Azidamfenicol is a broad-spectrum chloramphenicol-like antibiotic. Azidamfenicol inhibits ribosomal peptidyltransferase (Ki=22 µM)[1].

Azidamfenicol is an organonitrogen compound and an organooxygen compound. It derives from an alpha-amino acid.

Azidamfenicol Basic Attributes

Molecular Weight：

295.254

Exact Mass：

295.09200

EC Number：

237-552-9

UNII：

40257685LM

DSSTox ID：

DTXSID90160647

ATC Code：

S - Sensory organs

HScode：

2929909090

Characteristics

PSA：

130

XLogP3：

0.78246

Melting Point：

107 °C

Water Solubility：

0.07 M

Specific rotation：

D20 -20° (c = 1.6 in ethyl acetate)

Safety Information

Precautionary statement(s)：

P264, P270, P301+P312, P330, P501

Hazard Statements：

H302

GHS Classification：

|Warning|H302 (100%): Harmful if swallowed [Warning Acute toxicity, oral]|P264, P270, P301+P312, P330, and P501|The GHS information provided by 1 company from 1 notification to the ECHA C&L Inventory.

Drug Information

MeSH Entry Terms：

azidamphenicol

Azidamfenicol Use and Manufacturing

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.

Computed Properties

Molecular Weight:295.25
XLogP3:1
Hydrogen Bond Donor Count:3
Hydrogen Bond Acceptor Count:7
Rotatable Bond Count:6
Exact Mass:295.09166853
Monoisotopic Mass:295.09166853
Topological Polar Surface Area:130
Heavy Atom Count:21
Complexity:412
Defined Atom Stereocenter Count:2
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes

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Guide of Azidamfenicol

Description
Basic Attributes
Characteristics
Safety Information
Drug Information
Use and Manufacturing
Computed Properties
Learn More Other Chemicals

Azidamfenicol

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