Ceftriaxone

Ceftriaxone Structure
Ceftriaxone
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Common Name Ceftriaxone
CAS Number 73384-59-5 Molecular Weight 554.580
Density 2.0±0.1 g/cm3 Boiling Point N/A
Molecular Formula C18H18N8O7S3 Melting Point 155 °C
MSDS N/A Flash Point N/A

 Use of Ceftriaxone


Ceftriaxone is an antibiotic useful for the treatment of a number of bacterial infections.Target: AntibacterialCeftriaxone inhibits bacterial cell wall synthesis by means of binding to the penicillin-binding proteins (PBPs). Inhibition of PBPs would in turn inhibit the transpeptidation step in peptidoglycan synthesis which is required for bacterial cell walls. Like other cephalosporins, ceftriaxone is bacteriocidal and exhibits time-dependent killing. Ceftriaxone, one of the beta-lactam antibiotics, is a stimulator of EAAT2 expression with neuroprotective effects in both in vitro and in vivo models based in part on its ability to inhibit neuronal cell death by glutamate excitotoxicity. Based on this consideration and its lack of toxicity, ceftriaxone has potential to manipulate glutamate transmission and ameliorate neurotoxicity [1].

 Names

Name ceftriaxone
Synonym More Synonyms

 Ceftriaxone Biological Activity

Description Ceftriaxone is an antibiotic useful for the treatment of a number of bacterial infections.Target: AntibacterialCeftriaxone inhibits bacterial cell wall synthesis by means of binding to the penicillin-binding proteins (PBPs). Inhibition of PBPs would in turn inhibit the transpeptidation step in peptidoglycan synthesis which is required for bacterial cell walls. Like other cephalosporins, ceftriaxone is bacteriocidal and exhibits time-dependent killing. Ceftriaxone, one of the beta-lactam antibiotics, is a stimulator of EAAT2 expression with neuroprotective effects in both in vitro and in vivo models based in part on its ability to inhibit neuronal cell death by glutamate excitotoxicity. Based on this consideration and its lack of toxicity, ceftriaxone has potential to manipulate glutamate transmission and ameliorate neurotoxicity [1].
Related Catalog
Solvent
In Vitro:

10 mM in DMSO

Solubility
1 mM 1.8032 mL 9.0158 mL 18.0317 mL
5 mM 0.3606 mL 1.8032 mL 3.6063 mL
10 mM 0.1803 mL 0.9016 mL 1.8032 mL
Storage

Please store the product under the recommended conditions in the Certificate of Analysis.

Shipping Room temperature in continental US; may vary elsewhere
SMILES O=C(C(N12)=C(CSC(N(C)NC3=O)=NC3=O)CS[C@]2([H])[C@H](NC(/C(C4=CSC(N)=N4)=N\OC)=O)C1=O)O
References

[1]. Lee, S.G., et al., Mechanism of ceftriaxone induction of excitatory amino acid transporter-2 expression and glutamate uptake in primary human astrocytes. J Biol Chem, 2008. 283(19): p. 13116-23.

Related Molecules Puromycin dihydrochloride | Geneticin | Tunicamycin | Hygromycin B | Salinomycin | Avibactam sodium | Neomycin sulfate | Vaborbactam | Methicillin SodiuM | Rifampicin | Metronidazole | Carbenicillin disodium | Ceftazidime | Eravacycline dihydrochloride | cefotaxime sodium

 Chemical & Physical Properties

Density 2.0±0.1 g/cm3
Melting Point 155 °C
Molecular Formula C18H18N8O7S3
Molecular Weight 554.580
Exact Mass 554.046082
PSA 293.80000
LogP -0.77
Index of Refraction 1.889

 Safety Information

Hazard Codes Xn
Risk Phrases R42/43
Safety Phrases 24/25
WGK Germany 3
HS Code 3003201700

 Synthetic Route

7-[4-bromo-2(Z)-methoxyimino-3-oxobutyramido]-3-[[2,5-(dihydro-6- hydroxy-2-methyl-5-oxo-as-triazin-3-yl)thio]methyl]-3-cephem-4-carboxylic acid结构式

CAS#:79232-67-0

7-[4-bromo-2(Z)...

thiourea结构式

CAS#:17356-08-0

thiourea

~53%

Ceftriaxone Structure

CAS#:73384-59-5

Ceftriaxone

Literature: LUPIN LIMITED Patent: WO2004/58695 A1, 2004 ; Location in patent: Page 29 ;
N/A结构式

CAS#:74578-70-4

N/A

~%

Ceftriaxone Structure

CAS#:73384-59-5

Ceftriaxone

Literature: WO2005/105813 A1, ; Page/Page column 8 ;
cefotaxime结构式

CAS#:60846-21-1

cefotaxime

Thiotriazinone结构式

CAS#:58909-39-0

Thiotriazinone

~%

Ceftriaxone Structure

CAS#:73384-59-5

Ceftriaxone

Literature: US2002/128469 A1, ;
(6R,7R)-7-((Z)-4-chloro-2-(methoxyimino)-3-oxobutanamido)-3-(((6-hydroxy-2-methyl-5-oxo-2,5-dihydro-1,2,4-triazin-3-yl)thio)methyl)-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid结构式

CAS#:614751-38-1

(6R,7R)-7-((Z)-...

thiourea结构式

CAS#:17356-08-0

thiourea

~%

Ceftriaxone Structure

CAS#:73384-59-5

Ceftriaxone

Literature: WO2004/111059 A1, ; Page/Page column 6-8 ;

 Customs

HS Code 3003201700

 Synonyms

Ceftriazone
Biotrakson
5-Thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid, 7-[[(2Z)-2-(2-amino-4-thiazolyl)-2-(methoxyimino)-1-oxoethyl]amino]-8-oxo-3-[[(1,2,5,6-tetrahydro-2-methyl-5,6-dioxo-1,2,4-triazin-3-yl)thio]methyl]-, (6R,7R)-
Rocefin
(6R,7R)-7-({(2Z)-2-(2-amino-1,3-thiazol-4-yl)-2-[(methyloxy)imino]acetyl}amino)-3-{[(6-hydroxy-2-methyl-5-oxo-2,5-dihydro-1,2,4-triazin-3-yl)thio]methyl}-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid
Ceftriaxone
(6R,7R)-7-{(E)-[(2Z)-1-Hydroxy-2-(2-imino-2,3-dihydro-1,3-thiazol-4-yl)-2-(methoxyimino)ethylidene]amino}-3-{[(2-methyl-5,6-dioxo-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-carboxylic acid
5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid, 7-[[(2Z)-2-(2-amino-4-thiazolyl)-2-(methoxyimino)-1-oxoethyl]amino]-3-[[(2,5-dihydro-6-hydroxy-2-methyl-5-oxo-1,2,4-triazin-3-yl)thio]methyl]-8-oxo-, (6R,7R)-
Ro 13-9904/001
ceftriaxonum [INN_la]
ceftriaxome
(6R,7R)-7-{[(2Z)-2-(2-Amino-1,3-thiazol-4-yl)-2-(methoxyimino)acetyl]amino}-3-{[(6-hydroxy-2-methyl-5-oxo-2,5-dihydro-1,2,4-triazin-3-yl)sulfanyl]methyl}-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid
Ceftriaxone [USAN:JAN]
Antibiotic Ro-13-9904
Cefatriaxone
(6R,7R)-7-[[(2E)-2-(2-Amino-1,3-thiazol-4-yl)-2-methoxyiminoacetyl]amino]-3-[(2-methyl-5,6-dioxo-1H-1,2,4-triazin-3-yl)sulfanylmethyl]-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid
MFCD00865013
EINECS 277-405-6
(6R,7R)-7-{[(2Z)-2-(2-Amino-1,3-thiazol-4-yl)-2-(methoxyimino)acetyl]amino}-3-{[(2-methyl-5,6-dioxo-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-carboxylic acid
Rocephin
5-Thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid, 7-[[(1E,2Z)-2-(2,3-dihydro-2-imino-4-thiazolyl)-1-hydroxy-2-(methoxyimino)ethylidene]amino]-8-oxo-3-[[(1,2,5,6-tetrahydro-2-methyl-5,6-dioxo-1,2,4-triazin-3-yl)thio]methyl]-, (6R,7R)-
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  • Product Name: Ceftriaxone
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  • Purity: 98.0%
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