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1847-24-1

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1847-24-1 Usage

Chemical Properties

White Solid

Uses

Different sources of media describe the Uses of 1847-24-1 differently. You can refer to the following data:
1. Antibacterial;Peptidoglycan synthesis inhibitor
2. Flucloxacillin sodium has been used as a β-lactam antibiotic to study its effects on methicillin-resistant?Staphylococcus aureus?(MRSA) ΔfloA?mutant.
3. Flucloxacillin, a new semisynthetic penicillin

General Description

Flucloxacillin sodium, a sodium salt of flucloxacillin, is a member of the penicillin class.

Biochem/physiol Actions

Flucloxacillin exhibits antimicrobial property.

Check Digit Verification of cas no

The CAS Registry Mumber 1847-24-1 includes 7 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 4 digits, 1,8,4 and 7 respectively; the second part has 2 digits, 2 and 4 respectively.
Calculate Digit Verification of CAS Registry Number 1847-24:
(6*1)+(5*8)+(4*4)+(3*7)+(2*2)+(1*4)=91
91 % 10 = 1
So 1847-24-1 is a valid CAS Registry Number.
InChI:InChI=1/C19H17ClFN3O5S.Na/c1-7-10(12(23-29-7)11-8(20)5-4-6-9(11)21)15(25)22-13-16(26)24-14(18(27)28)19(2,3)30-17(13)24;/h4-6,13-14,17H,1-3H3,(H,22,25)(H,27,28);/q;+1/p-1

1847-24-1SDS

SAFETY DATA SHEETS

According to Globally Harmonized System of Classification and Labelling of Chemicals (GHS) - Sixth revised edition

Version: 1.0

Creation Date: Aug 15, 2017

Revision Date: Aug 15, 2017

1.Identification

1.1 GHS Product identifier

Product name flucloxacillin sodium

1.2 Other means of identification

Product number -
Other names Flucloxacillin sodium

1.3 Recommended use of the chemical and restrictions on use

Identified uses For industry use only.
Uses advised against no data available

1.4 Supplier's details

1.5 Emergency phone number

Emergency phone number -
Service hours Monday to Friday, 9am-5pm (Standard time zone: UTC/GMT +8 hours).

More Details:1847-24-1 SDS

1847-24-1Synthetic route

Flucloxacillin sodium
1847-24-1

Flucloxacillin sodium

Conditions
ConditionsYield
With sodium isooctanoate In ethyl acetate Solvent;90.6%
2-chloro-6-fluorobenzaldehyde
387-45-1

2-chloro-6-fluorobenzaldehyde

Flucloxacillin sodium
1847-24-1

Flucloxacillin sodium

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1.1: hydroxylamine sulfate / methanol / 1 h / 20 - 40 °C
1.2: 24 h / 0 - 20 °C / pH ~ 9.5 / Inert atmosphere
1.3: pH ~ 7 - 7.5
2.1: phosphorus pentachloride / toluene
3.1: ammonium hydroxide / ethyl acetate / pH 2 - 9
View Scheme
6-Aminopenicillanic Acid
551-16-6

6-Aminopenicillanic Acid

3-(2-chloro-6-fluorophenyl)-5-methylisoxazole-4-carbonyl chloride

3-(2-chloro-6-fluorophenyl)-5-methylisoxazole-4-carbonyl chloride

Flucloxacillin sodium
1847-24-1

Flucloxacillin sodium

Conditions
ConditionsYield
With ammonium hydroxide In ethyl acetate pH=2 - 9;
3-(2-chloro-6-flourophenyl)-5-methyl-isoxazole-4-carboxylic acid
3919-74-2

3-(2-chloro-6-flourophenyl)-5-methyl-isoxazole-4-carboxylic acid

Flucloxacillin sodium
1847-24-1

Flucloxacillin sodium

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1.1: triethylamine / dichloromethane / 0.67 h / -5 - 0 °C
2.1: 30 - 35 °C
2.2: 1 h / -5 - 0 °C
3.1: sodium isooctanoate / acetone; water; ethyl acetate / 3 h / 20 - 25 °C
View Scheme
flushloxilin triethylamine

flushloxilin triethylamine

Flucloxacillin sodium
1847-24-1

Flucloxacillin sodium

Conditions
ConditionsYield
With sodium isooctanoate In water; ethyl acetate; acetone at 20 - 25℃; for 3h; Time;20.3 g
6-Aminopenicillanic Acid
551-16-6

6-Aminopenicillanic Acid

C18H10ClFN2O2S2

C18H10ClFN2O2S2

Flucloxacillin sodium
1847-24-1

Flucloxacillin sodium

Conditions
ConditionsYield
Stage #1: 6-Aminopenicillanic Acid; C18H10ClFN2O2S2 With triethylamine In dichloromethane; water at 8 - 15℃; pH=6.5 - 8.5; Large scale;
Stage #2: With sodium acetate In acetic acid butyl ester at 20 - 35℃; for 0.5h; Large scale;
Flucloxacillin sodium
1847-24-1

Flucloxacillin sodium

A

5-Hydroxymethylflucloxacillin
75524-31-1

5-Hydroxymethylflucloxacillin

B

(5R)-flucloxacillin penicilloic acid

(5R)-flucloxacillin penicilloic acid

C

(5S)-flucloxacillin penicilloic acid

(5S)-flucloxacillin penicilloic acid

Conditions
ConditionsYield
With metabolism in male albino rat

1847-24-1Relevant articles and documents

A chloroflurocarbon synthesis method for carbenicillindisodium (by machine translation)

-

Paragraph 0052-0099, (2019/03/24)

The invention discloses a chloroflurocarbon synthesis method for carbenicillindisodium, comprises the following steps: (I) in triethylamine and under the action of the triethyl phosphate, 3 - (2 - chloro - 6 - fluorophenyl) - 5 - methyl-isoxazole - 4 - carboxylic acid and dibenzothiazyl disulfide occurred in dichloromethane in the condensation reaction, to obtain the active ester reaction solution; (II) to the step (I) of the active ester in the reaction solution by adding water and 6 - amino penicillanic acid, then drop adds the triethylamine carries out amidation reaction, after the reaction is finished after treatment to obtain the flucloxacillin sodium. The synthetic method avoids the use of acyl chloride intermediate, at the same time intermediate without purification, directly through the one-pot synthesis follow-up step, the operation is simple, and the yield of the product and high purity, convenient for industrialization. (by machine translation)

A method of preparing sodium Flucloxacillin

-

Paragraph 0026; 0029, (2017/04/07)

The invention discloses a preparation method for flucloxacillin sodium. The method comprises: (1) adding an initial raw material 1 into dichloromethane, dropwise adding triethylamine, and then dropwise adding pivaloyl chloride for reaction, so as to obtain a mixed anhydride; (2) adding 6-APA into dichloromethane, then adding triethylamine, reacting until the material solution is clear, so as to obtain a 6-APA triethylamine salt solution; dropwise adding the mixed anhydride into the 6-APA triethylamine salt solution for reaction, then distilling at a reduced pressure to remove dichloromethane, so as to obtain an oily substance, then adding acetone into the oily substance, stirring, and filtering off triethylamine hydrochloride, so as to obtain an acetone solution of flucloxacillin triethylamine salt; and (4) adding water and an ethyl acetate solution of sodium 2-ethylhexanoate into the acetone solution of flucloxacillin triethylamine salt, controlling the temperature to be 0-40 DEG C after adding is finished, and crystallizing, so as to obtain flucloxacillin sodium monohydrate. The preparation method has the advantages of mild reaction conditions, high yield, good purity, simple operation, friendliness to environment, and the like.

Pharmaceutical formulations

-

, (2008/06/13)

Microcapsules which have an average diameter of from 100μ to 300μ and which comprise 94% to 99.9% of a medicament coated by 0.1% to 6% of a coating agent may be formed into a powder with 0% to 95% excipients or a tablet or capsule with a carrier.

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