Product Name

  • Name

    Ceftriaxone sodium

  • EINECS 277-930-0
  • CAS No. 74578-69-1
  • Article Data12
  • CAS DataBase
  • Density
  • Solubility
  • Melting Point
  • Formula C18H18N8Na2O7S3
  • Boiling Point
  • Molecular Weight 598.552
  • Flash Point
  • Transport Information
  • Appearance
  • Safety
  • Risk Codes
  • Molecular Structure Molecular Structure of 74578-69-1 (Ceftriaxone sodium)
  • Hazard Symbols
  • Synonyms 5-Thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylicacid, 7-[[(2-amino-4-thiazolyl)(methoxyimino)acetyl]amino]-8-oxo-3-[[(1,2,5,6-tetrahydro-2-methyl-5,6-dioxo-1,2,4-triazin-3-yl)thio]methyl]-,disodium salt, [6R-[6a,7b(Z)]]-;5-Thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylicacid,7-[[(2Z)-(2-amino-4-thiazolyl)(methoxyimino)acetyl]amino]-8-oxo-3-[[(1,2,5,6-tetrahydro-2-methyl-5,6-dioxo-1,2,4-triazin-3-yl)thio]methyl]-,disodium salt, (6R,7R)- (9CI);Acantex;Cefatriaxone;Ceftriaxone disodium;Ceftriaxone disodium salt;Cephtriaxone;Ceroneed;Disodiumceftriaxone;Lendacin;Longaceph;Monocef;Oframax;Ro 13-9904;Rocephin;Sefirom;Tartriakson;X 13-9904;Ceftriaxone Sodium Hydrate;
  • PSA 296.63000
  • LogP -2.03600

Synthetic route

C11H15N3O4S

C11H15N3O4S

C12H13N5O5S2*C5H13N3

C12H13N5O5S2*C5H13N3

ceftriaxone disodium
74578-69-1

ceftriaxone disodium

Conditions
ConditionsYield
Stage #1: C11H15N3O4S; C12H13N5O5S2*C5H13N3 With sodium acetate In water at -50 - -40℃; for 1h;
Stage #2: In acetone at 20 - 25℃; for 1h; Solvent; Reagent/catalyst;		97%
(Z)-S-benzo[d]thiazol-2-yl 2-(2-aminothiazol-4-yl)-2-(methoxyimino)ethanethioate
80756-85-0

(Z)-S-benzo[d]thiazol-2-yl 2-(2-aminothiazol-4-yl)-2-(methoxyimino)ethanethioate

7-aminoceftrizine
58909-56-1

7-aminoceftrizine

ceftriaxone disodium
74578-69-1

ceftriaxone disodium

Conditions
ConditionsYield
Stage #1: (Z)-S-benzo[d]thiazol-2-yl 2-(2-aminothiazol-4-yl)-2-(methoxyimino)ethanethioate; 7-aminoceftrizine With triethylamine In methanol at -2 - 3℃;
Stage #2: With sodium 2-ethylhexanoic acid In water; isopropyl alcohol at 26 - 30℃; for 2h; Product distribution / selectivity;		95.5%
With sodium metabisulfite; edetate disodium; triethylamine In ethanol; water at 1 - 3℃; for 3h; Time;91%
diethylthiophosphoryl-(Z)-(2-aminothiazol-4-yl)methoxyimino acetate

diethylthiophosphoryl-(Z)-(2-aminothiazol-4-yl)methoxyimino acetate

7-aminoceftrizine
58909-56-1

7-aminoceftrizine

ceftriaxone disodium
74578-69-1

ceftriaxone disodium

Conditions
ConditionsYield
Stage #1: 7-aminoceftrizine With N,O-bis-(trimethylsilyl)-acetamide In dichloromethane at 20℃; for 2h;
Stage #2: diethylthiophosphoryl-(Z)-(2-aminothiazol-4-yl)methoxyimino acetate In dichloromethane at 20℃; for 4h;
Stage #3: With sodium hydroxide In dichloromethane; water at 15 - 20℃; pH=7.5 - 7.8;		94.6%
Stage #1: 7-aminoceftrizine With chloro-trimethyl-silane; 1,1,1,3,3,3-hexamethyl-disilazane In dichloromethane at 20℃; for 2h;
Stage #2: diethylthiophosphoryl-(Z)-(2-aminothiazol-4-yl)methoxyimino acetate In dichloromethane at 20℃; for 18h;
Stage #1: 7-aminoceftrizine With N,O-bis-(trimethylsilyl)-acetamide In DMF (N,N-dimethyl-formamide) at 20℃; for 2h;
Stage #2: diethylthiophosphoryl-(Z)-(2-aminothiazol-4-yl)methoxyimino acetate In DMF (N,N-dimethyl-formamide) at 20℃; for 4h;
Stage #3: With sodium hydroxide In DMF (N,N-dimethyl-formamide); water at 15 - 20℃; pH=7.5 - 7.8;
Stage #1: 7-aminoceftrizine With N,N'-bis(trimethylsilyl)urea In dichloromethane at 20℃; for 2h;
Stage #2: diethylthiophosphoryl-(Z)-(2-aminothiazol-4-yl)methoxyimino acetate In dichloromethane at 20℃; for 10h;
Stage #3: With sodium hydroxide In dichloromethane; water at 15 - 20℃; pH=7.5 - 7.8;
2-(2-amino-1,3-thiazol-4-yl)-2-(methoxyimino)acetic acid
91868-79-0

2-(2-amino-1,3-thiazol-4-yl)-2-(methoxyimino)acetic acid

7-aminoceftrizine
58909-56-1

7-aminoceftrizine

ceftriaxone disodium
74578-69-1

ceftriaxone disodium

Conditions
ConditionsYield
Stage #1: 2-(2-amino-1,3-thiazol-4-yl)-2-(methoxyimino)acetic acid With isopropyl chloroformate; triethylamine In dichloromethane; acetonitrile at -5 - 20℃; for 5h;
Stage #2: 7-aminoceftrizine In dichloromethane; acetonitrile at 20℃; for 6h;		89.18%
ceftriaxone
73384-59-5, 92143-31-2

ceftriaxone

ceftriaxone disodium
74578-69-1

ceftriaxone disodium

Conditions
ConditionsYield
Stage #1: ceftriaxone With triethylamine In water at 0 - 5℃;
Stage #2: With sodium 2-ethylhexanoic acid In water; acetone at 0 - 5℃;		77%
With sodium 2-ethylhexanoic acid In water; acetone at -10 - 20℃; for 1.5h;
Stage #1: ceftriaxone With sodium 2-ethylhexanoic acid In water at 10 - 15℃;
Stage #2: In water; acetone at 18 - 20℃; for 1.5h;
Stage #1: ceftriaxone With RELITE CNS carboxylic resin; sodium form of In water; acetone at 10℃; for 4h;
Stage #2: In water
7-aminocephalosporanic acid
108260-00-0

7-aminocephalosporanic acid

ceftriaxone disodium
74578-69-1

ceftriaxone disodium

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1.1: acetonitrile
1.2: -15 °C
2.1: sodium acetate / water / 1 h / -50 - -40 °C
2.2: 1 h / 20 - 25 °C
View Scheme
gold(III) chloride

gold(III) chloride

water
7732-18-5

water

ceftriaxone disodium
74578-69-1

ceftriaxone disodium

C18H16AuN8O7S3(1+)*Cl(1-)*4H2O

C18H16AuN8O7S3(1+)*Cl(1-)*4H2O

Conditions
ConditionsYield
In methanol for 3h; Reflux;
...Expand
water
7732-18-5

water

palladium dichloride

palladium dichloride

ceftriaxone disodium
74578-69-1

ceftriaxone disodium

C18H16N8O7PdS3*3H2O

C18H16N8O7PdS3*3H2O

Conditions
ConditionsYield
In methanol for 3h; Reflux;
...Expand
water
7732-18-5

water

zinc(II) chloride
7646-85-7

zinc(II) chloride

ceftriaxone disodium
74578-69-1

ceftriaxone disodium

C18H20N8O9S3Zn*7H2O

C18H20N8O9S3Zn*7H2O

Conditions
ConditionsYield
In methanol for 3h; Reflux;
...Expand
iron(III) chloride hexahydrate

iron(III) chloride hexahydrate

water
7732-18-5

water

ceftriaxone disodium
74578-69-1

ceftriaxone disodium

C18H18ClFeN8O8S3*7H2O

C18H18ClFeN8O8S3*7H2O

Conditions
ConditionsYield
In methanol for 3h; Reflux;
...Expand
ceftriaxone disodium
74578-69-1

ceftriaxone disodium

C18H20CaN8O9S3

C18H20CaN8O9S3

Conditions
ConditionsYield
With water; calcium chloride In methanol for 3h; Reflux;

Ceftriaxone Sodium Specification

The Ceftriaxone Sodium is an organic compound with the formula C18H18N8Na2O7S3. The systematic name of this chemical is disodium (6R,7R)-7-[[(2Z)-2-(2-aminothiazol-4-yl)-2-methoxyimino-acetyl]amino]-3-[(6-hydroxy-2-methyl-5-oxo-1,2,4-triazin-3-yl)sulfanylmethyl]-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid. With the CAS registry number 74578-69-1, it is also named as Ceftriaxone disodium.

You can still convert the following datas into molecular structure:
(1)SMILES: Cn1c(nc(=O)c(n1)O)SCC2=C(N3[C@@H]([C@@H](C3=O)NC(=O)/C(=N\OC)/c4csc(n4)N)SC2)C(=O)O.[Na+].[Na+]
(2)InChI: InChI=1/C18H18N8O7S3.2Na/c1-25-18(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;;/h5,9,15H,3-4H2,1-2H3,(H2,19,20)(H,21,27)(H,23,29)(H,31,32);;/q;2*+1/b24-8-;;/t9-,15-;;/m1../s1
(3)InChIKey: FDRNWTJTHBSPMW-BBJOQENWBW
(4)Std. InChI: InChI=1S/C18H18N8O7S3.2Na/c1-25-18(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;;/h5,9,15H,3-4H2,1-2H3,(H2,19,20)(H,21,27)(H,23,29)(H,31,32);;/q;2*+1/b24-8-;;/t9-,15-;;/m1../s1
(5)Std. InChIKey: FDRNWTJTHBSPMW-BBJOQENWSA-N

The toxicity data is as follows:

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
dog LD50 intravenous > 3gm/kg (3000mg/kg)   Drugs in Japan Vol. -, Pg. 676, 1995.
infant TDLo intramuscular 16mg/kg/3D-I (16mg/kg) BRAIN AND COVERINGS: MENINGEAL CHANGES

BLOOD: CHANGES IN LEUCOCYTE (WBC) COUNT		 Clinical Pediatrics Vol. 32, Pg. 360, 1993.
man TDLo multiple routes 800mg/kg/49D- (800mg/kg) BLOOD: AGRANULOCYTOSIS

BLOOD: CHANGES IN LEUCOCYTE (WBC) COUNT		 Israel Journal of Medical Sciences. Vol. 29, Pg. 52, 1993.
mouse LD50 intravenous 2200mg/kg (2200mg/kg)   Journal of Antibiotics. Vol. 33, Pg. 783, 1980.
mouse LD50 oral > 10gm/kg (10000mg/kg)   "Ceftriaxon Vol. -, Pg. 91, 1982.
mouse LD50 subcutaneous > 5gm/kg (5000mg/kg)   "Ceftriaxon Vol. -, Pg. 91, 1982.
rat LD50 intravenous 1900mg/kg (1900mg/kg)   "Ceftriaxon Vol. -, Pg. 91, 1982.
rat LD50 oral > 10gm/kg (10000mg/kg)   "Ceftriaxon Vol. -, Pg. 91, 1982.
rat LD50 subcutaneous > 5gm/kg (5000mg/kg)   "Ceftriaxon Vol. -, Pg. 91, 1982.
women TDLo multiple routes 640mg/kg/32D- (640mg/kg) GASTROINTESTINAL: NAUSEA OR VOMITING

BLOOD: AGRANULOCYTOSIS		 Israel Journal of Medical Sciences. Vol. 29, Pg. 52, 1993.

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