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Home > Encyclopedia > Chloramphenicol base

Chloramphenicol base

Chloramphenicol base structure

Chloramphenicol base 

structure
  • CAS No:

    716-61-0

  • Formula:

    C9H12N2O4

  • Chemical Name:

    Chloramphenicol base

  • Synonyms:

    1,3-Propanediol,2-amino-1-(4-nitrophenyl)-,(1R,2R)-;1,3-Propanediol,2-amino-1-(p-nitrophenyl)-,D-threo-(-)-;1,3-Propanediol,2-amino-1-(4-nitrophenyl)-,[R-(R*,R*)]-;(1R,2R)-2-Amino-1-(4-nitrophenyl)-1,3-propanediol;(-)-threo-1-(p-Nitrophenyl)-2-amino-1,3-propanediol;D-(-)-trans-1-p-Nitrophenyl-2-amino-1,3-propanediol;D-threo-2-Amino-1-(p-nitrophenyl)-1,3-propanediol;D-threo-(1R,2R)-1-p-Nitrophenyl-2-amino-1,3-propanediol;D-(-)-threo-1-p-Nitrophenyl-2-amino-1,3-propanediol;Chloramphenicol base;Levoamine;Chloramphenicol D base;D-threo-(-)-2-Amino-1-(4-nitrophenyl)-1,3-propanediol;D-threo-2-Amino-1-(4-nitrophenyl)-1,3-propanediol;D-1-(p-Nitrophenyl)-2-aminopropane-1,3-diol;(1R,2R)-(-)-2-Amino-1-(4-nitrophenyl)-1,3-propanediol;(1R,2R)-threo-(-)-1-(4-Nitrophenyl)-2-amino-1,3-propanediol;(1R,2R)-(-)-2-Amino-1-(4-nitrophenyl)-1,3-propanediol;(1R,2R)-2-Amino-1-(4-nitrophenyl)-1,3-propanediol;7008-69-7;21792-00-7;21792-01-8;25126-23-2;213530-48-4

  • Categories:

    Biochemical Engineering  >  Amino Acids and Derivatives

Description

light yellow powder


(R,R)-2-amino-1-(4-nitrophenyl)propane-1,3-diol is a diol that is propane 1,3-diol bearing additional amino and 4-nitrophenyl substituents at positions 2 and 1 respectively. It is an amino alcohol, a diol and a C-nitro compound.

Chloramphenicol base Basic Attributes

212.2

212.20

211-938-7

DTXSID80221832

29221990

Characteristics

112

-0.7

Light yellow Powder

1.4±0.1 g/cm3

162-163 °C

451.9°C at 760 mmHg

227.1±28.7 °C

1.630

−20°C

Safety Information

UN 3259 8/PG 3

3

22-36/37/38-45

26-45-53-22

TY3100000

Xn,T

P261-P305 + P351 + P338

H302-H315-H319-H335

|Warning|H302 (95.35%): Harmful if swallowed [Warning Acute toxicity, oral]|P261, P264, P270, P271, P280, P301+P312, P302+P352, P304+P340, P305+P351+P338, P312, P321, P330, P332+P313, P337+P313, P362, P403+P233, P405, and P501|Aggregated GHS information provided by 43 companies from 5 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.

Drug Information

1-(4'-nitrophenyl)-2-aminopropane-1,3-diol

Chloramphenicol base Use and Manufacturing

Methods of Manufacturing

It is obtained by reduction, hydrolysis, neutralization and resolution of p-nitro-α-acetamido-β-hydroxyphenylacetone.

Uses

Chloramphenicol base is the parent 4-nitrophenylpropylamine formed by the hydrolysis of the dichloroacetamide of chloramphenicol and is a degradation product commonly encountered with commercial production of chloramphenicol. Chloramphenicol base has no antibiotic activity but has played an integral role in the synthesis and SAR of new generation antibiotics, notably thiamphenicol and experimental analogues, bromamphenicol and methamphenicol.

Computed Properties

Molecular Weight:212.20
XLogP3:-0.7
Hydrogen Bond Donor Count:3
Hydrogen Bond Acceptor Count:5
Rotatable Bond Count:3
Exact Mass:212.07970687
Monoisotopic Mass:212.07970687
Topological Polar Surface Area:112
Heavy Atom Count:15
Complexity:211
Defined Atom Stereocenter Count:2
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes

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