73384-59-5

73384-59-5 structure

Name: Ceftriaxone
Chemical Name: ceftriaxone
CAS Number: 73384-59-5
Molecular Formula: C₁₈H₁₈N₈O₇S₃
Molecular Weight: 554.580
Catalog: API Antibiotics Cephalosporin
Create Date: 2018-02-07 08:00:00
Modify Date: 2024-01-03 17:46:58
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].

Name	ceftriaxone
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)-

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	Signaling Pathways >> Anti-infection >> Bacterial Research Areas >> Infection
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.

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
Storage condition	2-8℃

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

79232-67-0

17356-08-0

~53%

73384-59-5

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

74578-70-4

73384-59-5

Literature: WO2005/105813 A1, ; Page/Page column 8 ;

60846-21-1

58909-39-0

73384-59-5

Literature: US2002/128469 A1, ;

614751-38-1

17356-08-0

73384-59-5

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

Precursor 3
79232-67-0 614751-38-1 58909-39-0
DownStream 1
74578-69-1

HS Code	3003201700

73384-59-5	74578-69-1
104376-79-6	92143-31-2
958633-51-7	58909-56-1
58909-39-0	80756-85-0
131257-07-3	1132650-38-4