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13412-64-1

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  • 4-Thia-1-azabicyclo[3.2.0]heptane-2-carboxylicacid,6-[[[3-(2,6-dichlorophenyl)-5-methyl-4-isoxazolyl]carbonyl]amino]-3,3-dimethyl-7-oxo-,sodium salt, hydrate (1:1:1), (2S,5R,6R)-

    Cas No: 13412-64-1

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13412-64-1 Usage

Brand Name(s) in US

Dynapen

Chemical Properties

White to off-white crystalline powder

Originator

Dynapen,Bristol,US,1968

Uses

Different sources of media describe the Uses of 13412-64-1 differently. You can refer to the following data:
1. Dicloxacillin sodium salt is used in the treatment of staphylococci resistant to penicillin G. Dicloxacillin binds to specific penicillin-binding proteins in the bacterial cell wall and therefore inhibits the last stage of bacterial cell wall synthesis. Cell lysis, mediated by bacterial cell wall autolytic enzymes, is the result. Dicloxacillin may interfere with autolysin inhibitors.
2. A semi-synthetic antibiotic related to Penicillin. Antibacterial.
3. Antibacterial;Bacterial transpeptidase inhibitor

Manufacturing Process

A suspension of 6-aminopenicillanic acid (216 grams) in water (2 liters) was adjusted to pH 6.8 by the addition of N aqueous sodium hydroxide (approximately 1 liter) and the resulting solution was stirred vigorously while a solution of 3-(2',6'-dichlorophenyl)-5-methylisoxazole-4-carbonyl chloride (290 grams) in acetone (1.5 liters) was added in one portion.The temperature rose to 26°C and as reaction proceeded the free acid form of the penicillin separated as a white solid. After 30 minutes the suspension was cooled to 10°C and stirring was continued at this temperature for 1 hour more. The mixture was then cooled to 0°C, centrifuged, and the solid product washed with aqueous acetone (250 ml) and finally dried in an air oven at 30°C. The product (440 grams, 94%) had [α]D20 +106.3° (c 1 in EtOH) and was shown by alkalimetric assay to be 97.5% pure.The salt was prepared by dissolving the free acid form of the penicillin in the equivalent amount of aqueous sodium bicarbonate and freeze drying the resulting solution. The hydrated salt so obtained was shown by alkalimetric assay to be 94% pure and to contain 6% water.

Brand name

Dynapen (Apothecon).

Therapeutic Function

Antibacterial

General Description

The substitution of chlorine atoms on both carbons orthoto the position of attachment of the phenyl ring to the isoxazolering is presumed to enhance further the stability ofthe oxacillin congener dicloxacillin sodium, [3-(2,6-dichlorophenyl)-5-methyl-4-isoxazolyl]penicillin sodiummonohydrate (Dynapen, Pathocil, Veracillin) and toproduce high plasma concentrations of it. Its medicinalproperties and use are similar to those of cloxacillinsodium. Progressive halogen substitution, however, alsoincreases the fraction bound to protein in the plasma, potentiallyreducing the concentration of free antibiotic inplasma and tissues. Its medicinal properties and use are thesame as those of cloxacillin sodium.

Veterinary Drugs and Treatments

The veterinary use of dicloxacillin has been primarily in the PO treatment of bone, skin, and other soft tissue infections in small animals when penicillinase-producing Staphylococcus species have been isolated. Because of its low oral bioavailability and short halflife, other drugs with good staph coverage are usually employed.

Check Digit Verification of cas no

The CAS Registry Mumber 13412-64-1 includes 8 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 5 digits, 1,3,4,1 and 2 respectively; the second part has 2 digits, 6 and 4 respectively.
Calculate Digit Verification of CAS Registry Number 13412-64:
(7*1)+(6*3)+(5*4)+(4*1)+(3*2)+(2*6)+(1*4)=71
71 % 10 = 1
So 13412-64-1 is a valid CAS Registry Number.
InChI:InChI=1/C19H17Cl2N3O5S.H2O/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);1H2/t13-,14+,17?;/m0./s1

13412-64-1 Well-known Company Product Price

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  • (1189009)  Dicloxacillin sodium  United States Pharmacopeia (USP) Reference Standard

  • 13412-64-1

  • 1189009-300MG

  • 4,662.45CNY

  • Detail

13412-64-1SDS

SAFETY DATA SHEETS

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

Version: 1.0

Creation Date: Aug 17, 2017

Revision Date: Aug 17, 2017

1.Identification

1.1 GHS Product identifier

Product name dicloxacillin sodium monohydrate

1.2 Other means of identification

Product number -
Other names Dicloxacillin sodium salt monohydrate

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:13412-64-1 SDS

13412-64-1Upstream product

13412-64-1Downstream Products

13412-64-1Related news

Spectro- and Electroanalytical Studies of Interaction of Dicloxacillin sodium (cas 13412-64-1) with Copper Acetate07/26/2019

Dicloxacillin sodium (DXS) is a β-Lactam antibiotic of the penicillin class. It is used to treat infections caused by susceptible (non-resistant) gram-positive bacteria. β-producing organisms such asStaphylococcus aureus, are resistant to most penicillins, however the DXS is active. The activi...detailed

13412-64-1Relevant articles and documents

Process for the activation of carboxylic acids

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, (2008/06/13)

A process for the activation of carboxylic acids which is useful for the subsequent conversion of said carboxylic acids into their corresponding amides or esters, based on reacting a 2-oxazolidinone with phosphorus pentachloride and subsequent addition of a salt of the carboxylic acid to be activated.

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