(6R,7R)-7-amino-3-(hydroxymethyl)-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid | CAS No. 15690-38-7

(6R,7R)-7-amino-3-(hydroxymethyl)-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid

Basic Information

CAS Number

15690-38-7

Molecular Formula

C8H10N2O4S

Molecular Weight

230.24 g/mol

AD

Basic Physical Properties

Melting Point

227-236°C

Boiling Point

617.9°C at 760 mmHg

Flash Point

327.498 °C

Refractive Index

1.742

C1C(=C(N2C(S1)C(C2=O)N)C(=O)O)CO

InChI

InChI=1S/C8H10N2O4S/c9-4-6(12)10-5(8(13)14)3(1-11)2-15-7(4)10/h4,7,11H,1-2,9H2,(H,13,14)/t4-,7-/m1/s1

InChIKey

BQIMPGFMMOZASS-CLZZGJSISA-N

LogP

-1.4402000000000006

Topological Polar Surface Area

103.86 Ų

Hydrogen Bond Donor/Acceptor

4 / 6

Complexity

368

Safety Information

View Safety Information

Hazard Statement

H302 Harmful if swallowed
Acute toxicity, oral
H315 Causes skin irritation
Skin corrosion/irritation
H319 Causes serious eye irritation
Serious eye damage/eye irritation
H335 May cause respiratory irritation
Specific target organ toxicity, single exposure; Respiratory tract irritation

Synonyms & References

English

  • Hydroxymethyl-7-aminocephalosporanic acid
  • UNII-57NLN1Y39I
  • 57NLN1Y39I
  • 5-THIA-1-AZABICYCLO(4.2.0)OCT-2-ENE-2-CARBOXYLIC ACID, 7-AMINO-3-(HYDROXYMETHYL)-8-OXO-, (6R,7R)-
  • EN300-6748554
  • 7beta-amino-3-hydroxymethyl-3-cephem-4-carboxylic acid
  • (2S)-N-[(1S,3R)-3-acetamido-1-[[(2S)-2-[[(2R)-6-amino-2-[[(2S)-3-(4-hydroxyphenyl)-2-(methylamino)propanoyl]amino]hexanoyl]amino]-4-methyl-pentanoyl]-[(2S)-2-[[(2R)-2-amino-3-(3-pyridyl)propanoyl]amino]-3-hydroxy-propanoyl]carbamoyl]-1-methyl-4-(2-naphthy;7-Amino-3-(hydroxymethyl)-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid
  • Z1509564382
  • HACA
  • (+)-DEACETYL-7-AMINOCEPHALOSPORANIC ACID
  • 7-Amino-deacetylcephalosporanic Acid
  • CS-0058666
  • 7beta-amino-3-hydroxymethyl -3-cephem-4-carboxylic acid
  • Q27261509
  • 5-Thia-1-azabicyclo(4.2.0)oct-2-ene-2-carboxylic acid, 7-amino-3-(hydroxymethyl)-8-oxo-, (6R-trans)-
  • SCHEMBL3244823
  • 3-Hydroxymethyl-7-aminoceph-3-em-4-carboxylic Acid
  • 7.BETA.-AMINO-3-(HYDROXYMETHYL)-3-CEPHEM-4-CARBOXYLIC ACID
  • (6R-trans)-7-Amino-3-(hydroxymethyl)-8-oxo-5-thia-1-azabicyclo(4.2.0)oct-2-ene-2-carboxylic acid
  • (6R,7R)-7-Amino-3-(hydroxymethyl)-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid
  • EINECS 239-787-2
  • (6R,7R)-7-Amino-3-(hydroxymethyl)-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylicacid
  • 15690-38-7
  • BQIMPGFMMOZASS-CLZZGJSISA-N
  • MFCD09751258
  • AKOS016010512
  • Deacetyl-7-aminocephalosporanic Acid
  • A809785
  • (6R,7R)-7-AMINO-3-HYDROXYMETHYLCEPH-3-EM-4-CARBOXYLIC ACID
  • DS-4854
  • Hydroxymethyl-7-ACA

MDL Number

MFCD09751258

FAQ

What are the physical and chemical properties of (6R,7R)-7-amino-3-(hydroxymethyl)-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid (CAS: 15690-38-7)?

This compound is a crystalline solid with a molecular weight of approximately 238.27 g/mol. It is slightly soluble in water and organic solvents. The compound is reactive, particularly towards nucleophiles and bases, and it can undergo hydrolysis, amide formation, and other reactions depending on the conditions.

How is (6R,7R)-7-amino-3-(hydroxymethyl)-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid (CAS: 15690-38-7) typically synthesized?

This compound is often synthesized via the condensation of 7-amino-3-hydroxymethyl-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid with a suitable carboxylic acid or amines. The synthesis typically involves the use of mild acidic or basic conditions, and the yield can be improved by careful control of reaction conditions and purification steps.

What industries use (6R,7R)-7-amino-3-(hydroxymethyl)-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid (CAS: 15690-38-7)?

This compound is used in the pharmaceutical industry for the synthesis of various drugs and intermediates. It is also utilized in the semiconductor industry for the fabrication of electronic components, and in the polymer industry for the development of new materials with specific properties.

What precautions should be taken when handling (6R,7R)-7-amino-3-(hydroxymethyl)-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid (CAS: 15690-38-7)?

Proper personal protective equipment (PPE) such as gloves, goggles, and a lab coat is essential when handling this compound. It should be stored in a fume hood to avoid inhalation risks. In the event of a spill, it is important to follow appropriate safety protocols outlined in the SDS. Always handle the compound with care in a well-ventilated area to prevent exposure.

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