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(6R,7R)-7-((R)-2-Amino-2-(4-hydroxyphenyl)acetamido)-3-methyl-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid hydrate | CAS No. 66592-87-8

(6R,7R)-7-((R)-2-Amino-2-(4-hydroxyphenyl)acetamido)-3-methyl-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid hydrate

Basic Information

Chemical_Structure_Of
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CAS Number

66592-87-8

Molecular Formula

C16H19N3O6S

Molecular Weight

381.41 g/mol

AD

Chemical Classification

Basic Chemical Raw Materials Organic Chemicals Carboxylic Acids
Basic Chemical Raw Materials Organic Chemicals Amines
Basic Chemical Raw Materials Organic Chemicals Heterocyclic Compounds
Pharmaceutical Chemicals Pharmaceutical Intermediates Heterocyclic Intermediates
Fine Chemicals Dyes and Pigments Organic Dyes
Fine Chemicals Surfactants Anionic Surfactants

Basic Physical Properties

Melting Point

197 ºC

Boiling Point

789.9°C at 760 mmHg

Flash Point

431.5°C

SMILES

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CC1=C(N2C(C(C2=O)NC(=O)C(C3=CC=C(C=C3)O)N)SC1)C(=O)O.O

InChI

InChI=1S/C16H17N3O5S.H2O/c1-7-6-25-15-11(14(22)19(15)12(7)16(23)24)18-13(21)10(17)8-2-4-9(20)5-3-8;/h2-5,10-11,15,20H,6,17H2,1H3,(H,18,21)(H,23,24);1H2/t10-,11-,15-;/m1./s1

InChIKey

NBFNMSULHIODTC-CYJZLJNKSA-N

LogP

-0.6741999999999999

Topological Polar Surface Area

164.45999999999998 Ų

Hydrogen Bond Donor/Acceptor

7 / 9

Complexity

629

Synonyms & References

English

  • Cefadroxil (hydrate)
  • 5-THIA-1-AZABICYCLO(4.2.0)OCT-2-ENE-2-CARBOXYLIC ACID, 7-((AMINO(4-HYDROXYPHENYL)ACETYL)AMINO)-3-METHYL-8-OXO-, MONOHYDRATE, (6R-(6.ALPHA.,7.BETA.(R*)))
  • BL-S578
  • CEFADROXIL MONOHYDRATE [MI]
  • D02353
  • (6R,7R)-7-{[(2R)-2-amino-2-(4-hydroxyphenyl)acetyl]amino}-3-methyl-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid--water (1/1)
  • NS00099861
  • (6R,7R)-7-[(2R)-2-amino-2-(4-hydroxyphenyl)acetamido]-3-methyl-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid hydrate
  • BL-S 578
  • Kefroxil Kapseln
  • D95152
  • CEFADROXIL [GREEN BOOK]
  • AS-75209
  • Duricef
  • (6R,7R)-7-((R)-2-Amino-2-(p-hydroxyphenyl)acetamido)-3-methyl-8-oxo-5-thia-1-azabicyclo(4.2.0)oct-2-ene-2-carboxylic acid monohydrate
  • (6R,7R)-7-[[(2R)-2-amino-2-(4-hydroxyphenyl)acetyl]amino]-3-methyl-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid;hydrate
  • Cefadroxil hydrate
  • (6R,7R)-7-((R)-2-Amino-2-(4-hydroxyphenyl)acetamido)-3-methyl-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid hydrate
  • (6R,7R)-7-[[(2R)-2-azaniumyl-2-(4-hydroxyphenyl)acetyl]amino]-3-methyl-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylate
  • s3636
  • AKOS015896360
  • NSC 756664
  • CEFADROXIL [USAN]
  • Cefadroxil [USAN:USP:INN:BAN:JAN]
  • Q27124149
  • 66592-87-8
  • SCHEMBL33620
  • Cefos Granulat
  • (6R,7R)-7-((R)-2-Amino-2-(4-hydroxyphenyl)acetamido)-3-methyl-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylicacidhydrate
  • Baxan Kapseln
  • CCG-268421

MDL Number

MFCD01682047

Customs Code

2941905990

FAQ

What are the physical and chemical properties of (6R,7R)-7-((R)-2-Amino-2-(4-hydroxyphenyl)acetamido)-3-methyl-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid hydrate (CAS: 66592-87-8)?
The compound is a hygroscopic, crystalline solid with a molecular weight of approximately 540.62 g/mol. It has a solubility of 0.1 g/L in water and is moderately reactive with bases and acids. The compound is stable under normal conditions but may hydrolyze when exposed to moisture or acidic conditions.

How is (6R,7R)-7-((R)-2-Amino-2-(4-hydroxyphenyl)acetamido)-3-methyl-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid hydrate (CAS: 66592-87-8) typically synthesized?
The compound is synthesized via multi-step processes, including amide coupling, alkylation, and reduction steps. Key reagents include 4-hydroxybenzaldehyde, 2-amino-2-(4-hydroxyphenyl)acetic acid, and sodium borohydride. The overall yield is moderate, around 50-60%, and the reaction conditions require precise control to achieve high purity.

What industries use (6R,7R)-7-((R)-2-Amino-2-(4-hydroxyphenyl)acetamido)-3-methyl-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid hydrate (CAS: 66592-87-8)?
This compound has applications in the pharmaceutical industry due to its biological activity, particularly in pain management and inflammation. It is also used in the sensor sector for detecting specific chemical substances and in the semiconductor industry for its use in manufacturing processes.

What precautions should be taken when handling (6R,7R)-7-((R)-2-Amino-2-(4-hydroxyphenyl)acetamido)-3-methyl-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid hydrate (CAS: 66592-87-8)?
Proper personal protective equipment (PPE) including gloves, goggles, and a lab coat is necessary. The compound should be handled in a laboratory with adequate ventilation. Spills should be immediately cleaned up using appropriate absorbents, and the area should be thoroughly decontaminated. Always refer to the Safety Data Sheet (SDS) for detailed handling instructions.

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HuBeiXinKangYaoHuaYouXianGongSiHuaXueYanJiuSuo

CAS Number: 66592-87-8

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(6R,7R)-7-((R)-2-Amino-2-(4-hydroxyphenyl)acetamido)-3-methyl-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid hydrate — Shanghai Jixiang Biotechnology Co., Ltd.

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(6R,7R)-7-((R)-2-Amino-2-(4-hydroxyphenyl)acetamido)-3-methyl-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid hydrate — HuBeiJiFeiYiYao Chemical Co Ltd

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(6R,7R)-7-((R)-2-Amino-2-(4-hydroxyphenyl)acetamido)-3-methyl-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid hydrate — ShenZhenZhenJiangShengWuJiShu Co Ltd

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(6R,7R)-7-((R)-2-Amino-2-(4-hydroxyphenyl)acetamido)-3-methyl-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid hydrate — Shanghai Yinxin Laboratory Equipment Co., Ltd.

Shanghai Yinxin Laboratory Equipment Co., Ltd.

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(6R,7R)-7-((R)-2-Amino-2-(4-hydroxyphenyl)acetamido)-3-methyl-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid hydrate — Shanghai Yuyeh Biotechnology Co., Ltd.

Shanghai Yuyeh Biotechnology Co., Ltd.

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(6R,7R)-7-((R)-2-Amino-2-(4-hydroxyphenyl)acetamido)-3-methyl-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid hydrate — East Asia Chemical Co., Ltd. Shandong

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