CAS 104376-79-6|disodium bis((6R,7R)-7-[(2Z)-2-(2-amino-1,3-thiazol-4-yl)-2-(methoxyimino)acetamido]-3-{[(2-methyl-5,6-dioxo-1-sodio-1,2,5,6-tetrahydro-1,2,4-triazin-3-yl)sulfanyl]methyl}-8-oxo-5-th...

General Information

Structure

Molecular Formula

C₃₆H₄₆N₁₆Na₄O₂₁S₆

Molecular Mass

1323.19412

Exact Mass

1322.0938457

Charge

InChI

InChI=1S/2C18H18N8O7S3.4Na.7H2O/c2*1-25-18(22-12(28)13(29)23-25)36-4-6-3-34-15-9(14(30)26(15)10(6)16(31)32)21-11(27)8(24-33-2)7-5-35-17(19)20-7;;;;;;;;;;;/h2*5,9,15H,3-4H2,1-2H3,(H5,19,20,21,23,27,29,31,32);;;;;7*1H2/q;;4*+1;;;;;;;/p-4/b2*24-8-;;;;;;;;;;;/t2*9-,15-;;;;;;;;;;;/m11.........../s1

InChIKey

PMRZKYOXTPBIQF-MAODNAKNSA-J

Canonic Smiles

CO/N=C(/c1csc(n1)N)\C(=O)N[C@@H]1C(=O)N2[C@@H]1SCC(=C2C(=O)[O-])CSc1nc(=O)c(=O)n(n1C)[Na].CO/N=C(/c1csc(n1)N)\C(=O)N[C@@H]1C(=O)N2[C@@H]1SCC(=C2C(=O)[O-])CSc1nc(=O)c(=O)n(n1C)[Na].O.O.O.O.O.O.O.[Na+].[Na+]

Isomeric Smiles

Cn1n(c(=O)c(=O)nc1SCC1=C(N2C(=O)[C@H]([C@H]2SC1)NC(=O)/C(=N\OC)/c1nc(sc1)N)C(=O)[O-])[Na].Cn1n(c(=O)c(=O)nc1SCC1=C(N2C(=O)[C@H]([C@H]2SC1)NC(=O)/C(=N\OC)/c1nc(sc1)N)C(=O)[O-])[Na].O.O.O.O.O.O.O.[Na+].[Na+]

Calculated Properties

JChem

Acid pKa

3.0745335

H Acceptors

H Donor

LogD (pH = 5.5)

-4.576532

LogD (pH = 7.4)

-5.778621

Log P

-3.4913027

Molar Refractivity

138.5038

Polarizability

50.143932

Polar Surface Area

203.02

Rotatable Bonds

Lipinski's Rule of Five

false

Data Source

Academic Data

Commercial Catalog

Data Source

Names and Identifiers

IUPAC name

disodium bis((6R,7R)-7-[(2Z)-2-(2-amino-1,3-thiazol-4-yl)-2-(methoxyimino)acetamido]-3-{[(2-methyl-5,6-dioxo-1-sodio-1,2,5,6-tetrahydro-1,2,4-triazin-3-yl)sulfanyl]methyl}-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylate) heptahydrate

IUPAC Traditional name

disodium bis((6R,7R)-7-[(2Z)-2-(2-amino-1,3-thiazol-4-yl)-2-(methoxyimino)acetamido]-3-{[(2-methyl-5,6-dioxo-1-sodio-1,2,4-triazin-3-yl)sulfanyl]methyl}-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylate) heptahydrate

Synonyms

Ceftriaxone disodium salt hemi(heptahydrate)

Names and Identifiers

Registration numbers

EC Number

CAS Number

MDL Number

PubChem SID

PubChem CID

Registration numbers

Properties

Safety Information

GHS Signal Word

Danger

GHS Pictograms

Acute toxicity (oral, dermal, inhalation), category 4

Skin irritation, category 2

Eye irritation, category 2

Skin sensitisation, category 1

Specific Target Organ Toxicity – Single exposure, category 3

Respiratory sensitization, category 1

Germ cell mutagenicity, categories 1A,1B,2

Carcinogenicity, categories 1A,1B,2

Reproductive toxicity, categories 1A,1B,2

Specific Target Organ Toxicity – Single exposure, categories 1,2

Specific Target Organ Toxicity – Repeated exposure, categories 1,2

Aspiration Hazard, category 1

P261-P280-P305+P351+P338-P342+P311

Harmful (Xn)

36/37/38-42/43

2-8°C

H315-H317-H319-H334-H335

26-36

dust mask type N95 (US), Eyeshields, Faceshields, Gloves

Properties

Related Proteins

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Molecular Spectra

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Molecule Details

Sigma Aldrich

C5793

Application
Ceftriaxone is used to study drug-induced immune hemolytic anemias 1, prophylactic strategies to reduce neonatal encephalopathy 2, pentylenetetrazole-evoked convulsions 3, the effect of expression, binding, and inhibition of PDP1 and other penicillin-binding proteins (PBPs) on bacterial cell wall mucopeptide synthesis.
Biochem/physiol Actions
Ceftriaxone is a third-generation cephalosporin antibiotic that disrupts the synthesis of the peptidoglycan layer of bacterial cell walls. It is effective against gram-positive and gram-negative bacteria. Ceftriaxone is thought to increase EAAT2 pump expression in the central nervous system and to reduce glutamatergic toxicity4.

Molecule Details

References

PubChem Literature

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References

Bioactivity

PubChem BioAssay

Bioactivity

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