(6R,7R)-7-{[(2R)-2-{[(4-Hydroxy-6-methyl-3-pyridinyl)carbonyl]amino}-2-(4-hydroxyphenyl)acetyl]amino}-3-{[(1-methyl-1H-tetrazol-5-yl)sulfanyl]methyl}-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carbox ylic acid | CAS No. 70797-11-4

(6R,7R)-7-{[(2R)-2-{[(4-Hydroxy-6-methyl-3-pyridinyl)carbonyl]amino}-2-(4-hydroxyphenyl)acetyl]amino}-3-{[(1-methyl-1H-tetrazol-5-yl)sulfanyl]methyl}-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carbox ylic acid

Basic Information

CAS Number

70797-11-4

Molecular Formula

C25H24N8O7S2

Molecular Weight

612.65 g/mol

AD

Basic Physical Properties

Melting Point

213-215°C

Specific Rotation

-59.5° (c=1, MeOH)

CC1=CC(=O)C(=CN1)C(=O)NC(C2=CC=C(C=C2)O)C(=O)NC3C4N(C3=O)C(=C(CS4)CSC5=NN=NN5C)C(=O)O

InChI

InChI=1S/C25H24N8O7S2/c1-11-7-16(35)15(8-26-11)20(36)27-17(12-3-5-14(34)6-4-12)21(37)28-18-22(38)33-19(24(39)40)13(9-41-23(18)33)10-42-25-29-30-31-32(25)2/h3-8,17-18,23,34H,9-10H2,1-2H3,(H,26,35)(H,27,36)(H,28,37)(H,39,40)/t17-,18-,23-/m1/s1

InChIKey

PWAUCHMQEXVFJR-PMAPCBKXSA-N

LogP

0.3267200000000004

Topological Polar Surface Area

212.75999999999996 Ų

Hydrogen Bond Donor/Acceptor

5 / 15

Complexity

1270

Safety Information

View Safety Information

Hazard Statement

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

  • cefpiramide
  • 70797-11-4
  • Cefpiramide (USP/INN)
  • CEFPIRAMIDE [MART.]
  • Cefpiramido
  • Tox21_112448
  • HMS3715H12
  • NCGC00167444-01
  • CEFPIRAMIDE [INN]
  • CAS-70797-11-4
  • DTXCID4026630
  • CCG-221235
  • Cefpiramido [INN-Spanish]
  • CHEBI:59213
  • D03428
  • HY-B1354
  • NSC-759869
  • DTXSID6046630
  • NCGC00167444-04
  • CEFPIRAMIDE [USP IMPURITY]
  • P936YA152N
  • NSC 759869
  • WY-44,635
  • WY 44635
  • DB00430
  • Cefpiramide acid
  • (6R,7R)-7-((R)-2-(4-Hydroxy-6-methylnicotinamido)-2-(p-hydroxyphenyl)acetamido)-3-(((1-methyl-1H-tetrazol-5-yl)thio)methyl)-8-oxo-5-thia-1-azabicyclo(4.2.0)oct-2-ene-2-carboxylic acid
  • UNII-P936YA152N
  • SM-1652
  • Cefpiramidum [INN-Latin]
  • SCHEMBL49253

MDL Number

MFCD00864893

Customs Code

3003201900

FAQ

What are the physical and chemical properties of (6R,7R)-7-{[(2R)-2-{[(4-Hydroxy-6-methyl-3-pyridinyl)carbonyl]amino}-2-(4-hydroxyphenyl)acetyl]amino}-3-{[(1-methyl-1H-tetrazol-5-yl)sulfanyl]methyl}-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid (CAS: 70797-11-4)?

The compound (6R,7R)-7-{[(2R)-2-{[(4-Hydroxy-6-methyl-3-pyridinyl)carbonyl]amino}-2-(4-hydroxyphenyl)acetyl]amino}-3-{[(1-methyl-1H-tetrazol-5-yl)sulfanyl]methyl}-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid is a white or off-white crystalline solid with a high molecular weight. It is moderately soluble in water and organic solvents. Chemically, it is reactive and susceptible to hydrolysis in acidic or basic conditions. It can form stable complexes with various metal ions and is often used as a chelating agent.

How is (6R,7R)-7-{[(2R)-2-{[(4-Hydroxy-6-methyl-3-pyridinyl)carbonyl]amino}-2-(4-hydroxyphenyl)acetyl]amino}-3-{[(1-methyl-1H-tetrazol-5-yl)sulfanyl]methyl}-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid (CAS: 70797-11-4) typically synthesized?

(6R,7R)-7-{[(2R)-2-{[(4-Hydroxy-6-methyl-3-pyridinyl)carbonyl]amino}-2-(4-hydroxyphenyl)acetyl]amino}-3-{[(1-methyl-1H-tetrazol-5-yl)sulfanyl]methyl}-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid can be synthesized through multistep reactions involving condensation, cyclization, and esterification. Commonly, it is synthesized using a protecting group strategy to control the reactivity of functional groups. The synthesis typically involves a high yield with good selectivity, but careful control of reaction conditions is necessary to avoid side reactions.

What industries use (6R,7R)-7-{[(2R)-2-{[(4-Hydroxy-6-methyl-3-pyridinyl)carbonyl]amino}-2-(4-hydroxyphenyl)acetyl]amino}-3-{[(1-methyl-1H-tetrazol-5-yl)sulfanyl]methyl}-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid (CAS: 70797-11-4)?

(6R,7R)-7-{[(2R)-2-{[(4-Hydroxy-6-methyl-3-pyridinyl)carbonyl]amino}-2-(4-hydroxyphenyl)acetyl]amino}-3-{[(1-methyl-1H-tetrazol-5-yl)sulfanyl]methyl}-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid is primarily used in pharmaceutical industries for its chelating properties. It is also used in the development of sensors and in the synthesis of materials for electronic devices. Due to its unique chemical structure, it has potential applications in polymer chemistry and as a chelating agent in metal complexation studies.

What precautions should be taken when handling (6R,7R)-7-{[(2R)-2-{[(4-Hydroxy-6-methyl-3-pyridinyl)carbonyl]amino}-2-(4-hydroxyphenyl)acetyl]amino}-3-{[(1-methyl-1H-tetrazol-5-yl)sulfanyl]methyl}-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid (CAS: 70797-11-4)?

When handling (6R,7R)-7-{[(2R)-2-{[(4-Hydroxy-6-methyl-3-pyridinyl)carbonyl]amino}-2-(4-hydroxyphenyl)acetyl]amino}-3-{[(1-methyl-1H-tetrazol-5-yl)sulfanyl]methyl}-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid (CAS: 70797-11-4), it is crucial to use appropriate personal protective equipment (PPE), including gloves, goggles, and lab coat. Work should be performed in a well-ventilated area or fume hood to minimize inhalation. Spills should be cleaned up immediately using appropriate absorbent materials. Refer to the Safety Data Sheet (SDS) for specific handling and disposal procedures.

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