108656-33-3

Basic information

• Product Name: FLORFENICOL AMINE, HYDROCHLORIDE
• Synonyms: FLORFENICOL AMINE, HYDROCHLORIDE;[R-(R*,S*)]-a-(1-amino-2-fluoroethyl)-4-(methylsulfonyl)Benzenemethanol, hydrochloride;(αR)-α-[(1S)-1-ΑMino-2-fluoroethyl]-4-(Methylsulfonyl)benzeneMethanol Hydrochloride;R-(R*,S*)]-α-(1-AMino-2-fluoroethyl)-4-(Methylsulfonyl) benzeneMethanol Hydrochloride;Florfenicol AMine, Hydrochlor
• CAS NO: 108656-33-3
• Molecular Formula: C10H15ClFNO3S
• Molecular Weight: 283.75
• Product Categories: Various Metabolites and Impurities;Intermediates & Fine Chemicals;Metabolites;Pharmaceuticals;Sulfur & Selenium Compounds;Aromatics
• Mol File: 108656-33-3.mol
• Article Data: 4

Chemical Properties

• Melting Point: 162-164°C
• Appearance: /
• Storage Temp.: -20°C Freezer
• Solubility: Methanol (Slightly, Sonicated), Water (Slightly)
• CAS DataBase Reference: FLORFENICOL AMINE, HYDROCHLORIDE(CAS DataBase Reference)
• NIST Chemistry Reference: FLORFENICOL AMINE, HYDROCHLORIDE(108656-33-3)
• EPA Substance Registry System: FLORFENICOL AMINE, HYDROCHLORIDE(108656-33-3)

Safety Data

• Hazardous Substances Data: 108656-33-3(Hazardous Substances Data)

Usage

Chemical Properties

White Solid

Uses

Different sources of media describe the Uses of 108656-33-3 differently. You can refer to the following data:
1. A Florfenicol intermediate as antibacterial agent.
2. A Florfenicol (F405750) intermediate as antibacterial agent.
3. Florfenicol AMine Hydrochloride is a major metabolite of the antibiotic florfenicol, a fluorinated derivative of chloramphenicol that is commonly used in veterinary medicine. The pharmacokinetics of florfenicol and florfenicol amine are commonly studied in edible tissues from domestic animals.[Cayman Chemical]

InChI:InChI=1/C10H14FNO3S.ClH/c1-16(14,15)8-4-2-7(3-5-8)10(13)9(12)6-11;/h2-5,9-10,13H,6,12H2,1H3;1H/t9-,10-;/m1./s1

Upstream product

• 31925-26-5 threo-2-amino-3-hydroxy-3-(4-(methylsulfonyl)phenyl)propanoic acid 
• 40913-92-6 4-methylsulfonylbenzoyl chloride 

Relevant articles and documents

Florfenicol intermediate synthesis method

The invention belongs to the field of synthesis of pharmaceutical raw materials, and specifically discloses a florfenicol intermediate synthesis method, which comprises: (1) carrying out a reaction ona compound (II) and an acylating reagent in an organic solvent to form a compound (III); (2) carrying out a reaction on the compound (III) and an oxidizing agent in an organic solvent in the presenceof a catalyst to form a compound (IV); (3) carrying out a reaction on the compound (IV) and a fluorinating reagent in an organic solvent to form a compound (V); and (4) carrying out acidolysis on thecompound (V) in an organic solvent, and carrying out deprotection to obtain a compound (I), wherein various groups in the formulas are defined in the specification. According to the present invention, the florfenicol intermediate can be used for preparing florfenicol; and the method has characteristics of novel design, mild conditions and simple operation, and is suitable for industrial production.

Asymmetric Synthesis of Florfenicol by Dynamic Reductive Kinetic Resolution with Ketoreductases

A chemoenzymatic synthesis of the veterinary antibiotic florfenicol is described. The key step involves the dynamic reductive kinetic resolution (DYRKR) of a keto ester by using a ketoreductase-02 (KRED-02) to afford the two contiguous stereocenters of the (2S,3R)-cis-1,2-amino alcohol intermediate in >99 % ee and a diastereomeric ratio (dr) of 99 %. This green biocatalysis is environmental friendly with high enantioselectivity and product yields. Two methods for the nucleophilic fluorination step involved the use of aziridines and cyclic sulfates to safely prepare fluoroamines with high regioselectivity. Additional studies have indicated that KRED-02 can also be used to afford chiral alcohol (S)-21 in good yields with high enantioselectivity. This study shows that the integration of biocatalysis into organic synthesis can be useful and provide industrial opportunities for applications of florfenicol.