Product Name

  • Name

    Cephalothin

  • EINECS 200-394-6
  • CAS No. 58-71-9
  • Article Data3
  • CAS DataBase
  • Density
  • Solubility water: 50 mg/mL
  • Melting Point 240 °C
  • Formula C16H15N2NaO6S2
  • Boiling Point 757.2 °C at 760 mmHg
  • Molecular Weight 418.427
  • Flash Point 411.8 °C
  • Transport Information
  • Appearance Crystalline
  • Safety 22-36/37
  • Risk Codes 42/43
  • Molecular Structure Molecular Structure of 58-71-9 (Cephalothin)
  • Hazard Symbols HarmfulXn, IrritantXi
  • Synonyms 5-Thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid,3-[(acetyloxy)methyl]-8-oxo-7-[(2-thienylacetyl)amino]-, monosodium salt,(6R-trans)-;Averon 1;Cefalothine sodium;Cemastin;Cephalothin sodium salt;Cephation;Ceporacin;Cepovenin;Coaxin;Keflin;Lilly 38253;Lospoven;Microtin;Seffin;Sodium(thienylacetamido)cephalosporanate;Sodium 3-acetoxymethyl-7b-(2-thienylacetamido)ceph-3-em-4-carboxylate;Sodium 7-(2-thienylacetamido)-3-acetoxymethyl-3-cephem-4-carboxylate;Sodium7-[2-(2-thienyl)acetamido]cephalosporanate;Sodium cefalotin;Sodiumcephalothin;Sodium cephalotin;Synclotin;Toricelocin;
  • PSA 169.38000
  • LogP -0.41360

Synthetic route

cephalothin
153-61-7

cephalothin

sodium cephalothin
58-71-9

sodium cephalothin

Conditions
ConditionsYield
With sodium 2-ethylhexanoic acid In acetone26%
2-thienylacetic acid chloride
39098-97-0

2-thienylacetic acid chloride

7-Aminocephalosporanic acid
957-68-6

7-Aminocephalosporanic acid

sodium cephalothin
58-71-9

sodium cephalothin

Conditions
ConditionsYield
With sodium hydrogencarbonate; sodium 2-ethylhexanoic acid In water; acetone at 0 - 5℃; for 0.5h;
sodium cephalothin
58-71-9

sodium cephalothin

1-bromomethyl-4-nitro-benzene
100-11-8

1-bromomethyl-4-nitro-benzene

4-Nitrobenzyl 3-(acetoxymethyl)-7-(2-thienylacetamido)-3-cephem-4-carboxylate

4-Nitrobenzyl 3-(acetoxymethyl)-7-(2-thienylacetamido)-3-cephem-4-carboxylate

Conditions
ConditionsYield
In ethyl acetate; N,N-dimethyl-formamide96%
5-thio-2-nitrobenzoic acid
15139-21-6

5-thio-2-nitrobenzoic acid

sodium cephalothin
58-71-9

sodium cephalothin

CENTA

CENTA

Conditions
ConditionsYield
With sodium hydroxide In water at 65℃; for 6h; pH=7;89%
3-(2-mercapto-1-phenyl-1,3,4-triazol-5-yl)propionic acid

3-(2-mercapto-1-phenyl-1,3,4-triazol-5-yl)propionic acid

sodium cephalothin
58-71-9

sodium cephalothin

7-(2-thienylacetamido)-3-[5-(2-carboxyethyl)-1-phenyl-1,3,4-triazol-2-yl]thiomethyl-3-cephem-4-carboxylic acid

7-(2-thienylacetamido)-3-[5-(2-carboxyethyl)-1-phenyl-1,3,4-triazol-2-yl]thiomethyl-3-cephem-4-carboxylic acid

Conditions
ConditionsYield
With hydrogenchloride; sodium hydrogencarbonate In ice-water; water87.5%
chlorhexidine diacetate
56-95-1

chlorhexidine diacetate

sodium cephalothin
58-71-9

sodium cephalothin

chlorhexidine dicephalothin

chlorhexidine dicephalothin

Conditions
ConditionsYield
In water; butan-1-ol at 20℃; for 48h;83%
sodium cephalothin
58-71-9

sodium cephalothin

Desacetylcephalothin
5935-65-9

Desacetylcephalothin

Conditions
ConditionsYield
Stage #1: sodium cephalothin With sodium hydroxide In water at -20 - -10℃; for 0.0375h;
Stage #2: With hydrogenchloride In water pH=1.5; cooling; Further stages.;		80%
sodium cephalothin
58-71-9

sodium cephalothin

tin(ll) chloride

tin(ll) chloride

Sn(2+)*Cl(1-)*C16H15N2O6S2(1-)
1408249-95-5, 1408250-00-9

Sn(2+)*Cl(1-)*C16H15N2O6S2(1-)

Conditions
ConditionsYield
With water at 20℃; for 6h;72%
chlorosulfuric acid chloromethyl ester
49715-04-0

chlorosulfuric acid chloromethyl ester

sodium cephalothin
58-71-9

sodium cephalothin

A

(6R,7R)-3-Acetoxymethyl-8-oxo-7-(2-thiophen-2-yl-acetylamino)-5-thia-1-aza-bicyclo[4.2.0]oct-3-ene-2-carboxylic acid chloromethyl ester

(6R,7R)-3-Acetoxymethyl-8-oxo-7-(2-thiophen-2-yl-acetylamino)-5-thia-1-aza-bicyclo[4.2.0]oct-3-ene-2-carboxylic acid chloromethyl ester

B

7-(2-thienylacetamido)cephalosporanic acid chloromethyl ester

7-(2-thienylacetamido)cephalosporanic acid chloromethyl ester

Conditions
ConditionsYield
With tetra(n-butyl)ammonium hydrogensulfate; sodium hydrogencarbonate In dichloromethane; water at 20 - 25℃; for 0.5h; Title compound not separated from byproducts;A n/a
B 62%
...Expand
sodium cephalothin
58-71-9

sodium cephalothin

allyl bromide
106-95-6

allyl bromide

allyl 7β-(2-(thien-2-yl)acetamido)-3-(acetoxymethyl)-3-cephem-4-carboxylate
104949-45-3

allyl 7β-(2-(thien-2-yl)acetamido)-3-(acetoxymethyl)-3-cephem-4-carboxylate

Conditions
ConditionsYield
In water; N,N-dimethyl-formamide51%
In water; N,N-dimethyl-formamide for 48h; Ambient temperature;48%
In water; N,N-dimethyl-formamide at 20℃; for 48h;41%
In water; N,N-dimethyl-formamide at 20℃; for 48h;41%
In water; N,N-dimethyl-formamide at 20℃; for 48h;41%
sodium cephalothin
58-71-9

sodium cephalothin

N,N-dimethyl-2-(5-thioxo-4,5-dihydro-tetrazol-1-yl)-acetamide
61197-32-8

N,N-dimethyl-2-(5-thioxo-4,5-dihydro-tetrazol-1-yl)-acetamide

7-(thien-2-ylacetamido)-3-[1-(N,N-dimethylcarbamoylmethyl)-1H-tetrazol-5-ylthio]methylceph-3-em-4-carboxylic acid

7-(thien-2-ylacetamido)-3-[1-(N,N-dimethylcarbamoylmethyl)-1H-tetrazol-5-ylthio]methylceph-3-em-4-carboxylic acid

Conditions
ConditionsYield
44.1%
5-thio-2-nitrobenzoic acid
15139-21-6

5-thio-2-nitrobenzoic acid

sodium cephalothin
58-71-9

sodium cephalothin

(6R,7R)-3-(((3-carboxy-4-nitrophenyl)thio)methyl)-8-oxo-7-(2-(thiophen-2-yl)acetamido)-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid

(6R,7R)-3-(((3-carboxy-4-nitrophenyl)thio)methyl)-8-oxo-7-(2-(thiophen-2-yl)acetamido)-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid

Conditions
ConditionsYield
With sodium hydroxide In water at 65℃; for 6h; pH=7;34%
In water at 65℃; for 6h; pH=7.0;
thiobenzoic acid
98-91-9

thiobenzoic acid

sodium cephalothin
58-71-9

sodium cephalothin

(6R)-3-benzoylsulfanylmethyl-8-oxo-7t-(2-thiophen-2-yl-acetylamino)-(6rH)-5-thia-1-aza-bicyclo[4.2.0]oct-2-ene-2-carboxylic acid
862-61-3

(6R)-3-benzoylsulfanylmethyl-8-oxo-7t-(2-thiophen-2-yl-acetylamino)-(6rH)-5-thia-1-aza-bicyclo[4.2.0]oct-2-ene-2-carboxylic acid

Conditions
ConditionsYield
With sodium hydrogencarbonate
2-thiouracil
141-90-2

2-thiouracil

sodium cephalothin
58-71-9

sodium cephalothin

(3Ξ,6R)-8,7'-dioxo-7t-(2-thiophen-2-yl-acetylamino)-7'H-spiro[5-thia-1-aza-bicyclo[4.2.0]octane-3,3'-thiazolo[3,2-a]pyrimidine]-2ξ-carboxylic acid
16082-24-9

(3Ξ,6R)-8,7'-dioxo-7t-(2-thiophen-2-yl-acetylamino)-7'H-spiro[5-thia-1-aza-bicyclo[4.2.0]octane-3,3'-thiazolo[3,2-a]pyrimidine]-2ξ-carboxylic acid

Conditions
ConditionsYield
With sodium hydroxide
3-Bromophthalide
6940-49-4

3-Bromophthalide

sodium cephalothin
58-71-9

sodium cephalothin

(6R)-3-acetoxymethyl-8-oxo-7t-(2-thiophen-2-yl-acetylamino)-(6rH)-5-thia-1-aza-bicyclo[4.2.0]oct-2-ene-2-carboxylic acid (S)-3-oxo-1,3-dihydro-isobenzofuran-1-yl ester
57427-65-3

(6R)-3-acetoxymethyl-8-oxo-7t-(2-thiophen-2-yl-acetylamino)-(6rH)-5-thia-1-aza-bicyclo[4.2.0]oct-2-ene-2-carboxylic acid (S)-3-oxo-1,3-dihydro-isobenzofuran-1-yl ester

3-Bromophthalide
6940-49-4

3-Bromophthalide

sodium cephalothin
58-71-9

sodium cephalothin

(6R)-3-acetoxymethyl-8-oxo-7t-(2-thiophen-2-yl-acetylamino)-(6rH)-5-thia-1-aza-bicyclo[4.2.0]oct-2-ene-2-carboxylic acid (R)-3-oxo-1,3-dihydro-isobenzofuran-1-yl ester
57427-64-2

(6R)-3-acetoxymethyl-8-oxo-7t-(2-thiophen-2-yl-acetylamino)-(6rH)-5-thia-1-aza-bicyclo[4.2.0]oct-2-ene-2-carboxylic acid (R)-3-oxo-1,3-dihydro-isobenzofuran-1-yl ester

3-nitro-2-pyridinesulfenyl chloride
68206-45-1

3-nitro-2-pyridinesulfenyl chloride

sodium cephalothin
58-71-9

sodium cephalothin

(6R)-3-acetoxymethyl-8-oxo-7t-(2-thiophen-2-yl-acetylamino)-(6rH)-5-thia-1-aza-bicyclo[4.2.0]oct-2-ene-2-carbothioic acid S-(3-nitro-pyridin-2-yl) ester
68206-40-6

(6R)-3-acetoxymethyl-8-oxo-7t-(2-thiophen-2-yl-acetylamino)-(6rH)-5-thia-1-aza-bicyclo[4.2.0]oct-2-ene-2-carbothioic acid S-(3-nitro-pyridin-2-yl) ester

Conditions
ConditionsYield
With triphenylphosphine In dichloromethane
Chloromethyl acetate
625-56-9

Chloromethyl acetate

sodium cephalothin
58-71-9

sodium cephalothin

(6R)-3-acetoxymethyl-5ξ,8-dioxo-7t-(2-thiophen-2-yl-acetylamino)-(6rH)-5λ4-thia-1-aza-bicyclo[4.2.0]oct-2-ene-2-carboxylic acid acetoxymethyl ester
35390-65-9

(6R)-3-acetoxymethyl-5ξ,8-dioxo-7t-(2-thiophen-2-yl-acetylamino)-(6rH)-5λ4-thia-1-aza-bicyclo[4.2.0]oct-2-ene-2-carboxylic acid acetoxymethyl ester

Conditions
ConditionsYield
(i), (ii) MCPBA; Multistep reaction;
sodium cephalothin
58-71-9

sodium cephalothin

sodium dimethyldithiocarbamate
128-04-1

sodium dimethyldithiocarbamate

(6R)-3-[(dimethyl-thiocarbamoylsulfanyl)-methyl]-8-oxo-7t-(2-thiophen-2-yl-acetylamino)-(6rH)-5-thia-1-aza-bicyclo[4.2.0]oct-2-ene-2-carboxylic acid
1055-69-2

(6R)-3-[(dimethyl-thiocarbamoylsulfanyl)-methyl]-8-oxo-7t-(2-thiophen-2-yl-acetylamino)-(6rH)-5-thia-1-aza-bicyclo[4.2.0]oct-2-ene-2-carboxylic acid

Conditions
ConditionsYield
In water
potassium butylxanthate
871-58-9

potassium butylxanthate

sodium cephalothin
58-71-9

sodium cephalothin

(6R)-3-butoxythiocarbonylsulfanylmethyl-8-oxo-7t-(2-thiophen-2-yl-acetylamino)-(6rH)-5-thia-1-aza-bicyclo[4.2.0]oct-2-ene-2-carboxylic acid
10002-63-8

(6R)-3-butoxythiocarbonylsulfanylmethyl-8-oxo-7t-(2-thiophen-2-yl-acetylamino)-(6rH)-5-thia-1-aza-bicyclo[4.2.0]oct-2-ene-2-carboxylic acid

sodium N,N-diethyldithiocarbamate
148-18-5

sodium N,N-diethyldithiocarbamate

sodium cephalothin
58-71-9

sodium cephalothin

(6R)-3-[(diethyl-thiocarbamoylsulfanyl)-methyl]-8-oxo-7t-(2-thiophen-2-yl-acetylamino)-(6rH)-5-thia-1-aza-bicyclo[4.2.0]oct-2-ene-2-carboxylic acid
88635-59-0

(6R)-3-[(diethyl-thiocarbamoylsulfanyl)-methyl]-8-oxo-7t-(2-thiophen-2-yl-acetylamino)-(6rH)-5-thia-1-aza-bicyclo[4.2.0]oct-2-ene-2-carboxylic acid

sodium N-methyldithiocarbamate
137-42-8

sodium N-methyldithiocarbamate

sodium cephalothin
58-71-9

sodium cephalothin

(6R)-3-[(methyl-thiocarbamoylsulfanyl)-methyl]-8-oxo-7t-(2-thiophen-2-yl-acetylamino)-(6rH)-5-thia-1-aza-bicyclo[4.2.0]oct-2-ene-2-carboxylic acid

(6R)-3-[(methyl-thiocarbamoylsulfanyl)-methyl]-8-oxo-7t-(2-thiophen-2-yl-acetylamino)-(6rH)-5-thia-1-aza-bicyclo[4.2.0]oct-2-ene-2-carboxylic acid

Sodium N-methyl-(D-gluco-2,3,4,5,6-pentahydroxyhex-1-yl)dithiocarbamate
91840-27-6

Sodium N-methyl-(D-gluco-2,3,4,5,6-pentahydroxyhex-1-yl)dithiocarbamate

sodium cephalothin
58-71-9

sodium cephalothin

(6R)-3-[(D-glucitol-1-yl-methyl-thiocarbamoylsulfanyl)-methyl]-8-oxo-7t-(2-thiophen-2-yl-acetylamino)-(6rH)-5-thia-1-aza-bicyclo[4.2.0]oct-2-ene-2-carboxylic acid
3352-45-2

(6R)-3-[(D-glucitol-1-yl-methyl-thiocarbamoylsulfanyl)-methyl]-8-oxo-7t-(2-thiophen-2-yl-acetylamino)-(6rH)-5-thia-1-aza-bicyclo[4.2.0]oct-2-ene-2-carboxylic acid

sodium bis<2-hydroxyethyl>dithiocarbamate
2801-04-9

sodium bis<2-hydroxyethyl>dithiocarbamate

sodium cephalothin
58-71-9

sodium cephalothin

(6R)-3-{[bis-(2-hydroxy-ethyl)-thiocarbamoylsulfanyl]-methyl}-8-oxo-7t-(2-thiophen-2-yl-acetylamino)-(6rH)-5-thia-1-aza-bicyclo[4.2.0]oct-2-ene-2-carboxylic acid
32428-08-3

(6R)-3-{[bis-(2-hydroxy-ethyl)-thiocarbamoylsulfanyl]-methyl}-8-oxo-7t-(2-thiophen-2-yl-acetylamino)-(6rH)-5-thia-1-aza-bicyclo[4.2.0]oct-2-ene-2-carboxylic acid

sodium cephalothin
58-71-9

sodium cephalothin

sodium N-methyl-N-phenyldithiocarbamate
39234-21-4

sodium N-methyl-N-phenyldithiocarbamate

(6R)-3-[(methyl-phenyl-thiocarbamoylsulfanyl)-methyl]-8-oxo-7t-(2-thiophen-2-yl-acetylamino)-(6rH)-5-thia-1-aza-bicyclo[4.2.0]oct-2-ene-2-carboxylic acid

(6R)-3-[(methyl-phenyl-thiocarbamoylsulfanyl)-methyl]-8-oxo-7t-(2-thiophen-2-yl-acetylamino)-(6rH)-5-thia-1-aza-bicyclo[4.2.0]oct-2-ene-2-carboxylic acid

sodium piperazine-N,N'-bisdithiocarboxylate
877-78-1, 7564-73-0

sodium piperazine-N,N'-bisdithiocarboxylate

sodium cephalothin
58-71-9

sodium cephalothin

(6R,6'R)-8,8'-dioxo-7t,7't'-bis-(2-thiophen-2-yl-acetylamino)-3,3'-(piperazine-1,4-dicarbothioylbissulfanyldimethyl)-bis-((6rH)-5-thia-1-aza-bicyclo[4.2.0]oct-2-ene-2-carboxylic acid)

(6R,6'R)-8,8'-dioxo-7t,7't'-bis-(2-thiophen-2-yl-acetylamino)-3,3'-(piperazine-1,4-dicarbothioylbissulfanyldimethyl)-bis-((6rH)-5-thia-1-aza-bicyclo[4.2.0]oct-2-ene-2-carboxylic acid)

potassium propylxanthate
2720-67-4

potassium propylxanthate

sodium cephalothin
58-71-9

sodium cephalothin

(6R)-8-oxo-3-propoxythiocarbonylsulfanylmethyl-7t-(2-thiophen-2-yl-acetylamino)-(6rH)-5-thia-1-aza-bicyclo[4.2.0]oct-2-ene-2-carboxylic acid
10002-60-5

(6R)-8-oxo-3-propoxythiocarbonylsulfanylmethyl-7t-(2-thiophen-2-yl-acetylamino)-(6rH)-5-thia-1-aza-bicyclo[4.2.0]oct-2-ene-2-carboxylic acid

potassium-O-hexan-1-yl-dithiocarbonate
2720-76-5

potassium-O-hexan-1-yl-dithiocarbonate

sodium cephalothin
58-71-9

sodium cephalothin

(6R)-3-hexyloxythiocarbonylsulfanylmethyl-8-oxo-7t-(2-thiophen-2-yl-acetylamino)-(6rH)-5-thia-1-aza-bicyclo[4.2.0]oct-2-ene-2-carboxylic acid
10002-64-9

(6R)-3-hexyloxythiocarbonylsulfanylmethyl-8-oxo-7t-(2-thiophen-2-yl-acetylamino)-(6rH)-5-thia-1-aza-bicyclo[4.2.0]oct-2-ene-2-carboxylic acid

potassium cyclohexyl xanthogenate
2720-77-6

potassium cyclohexyl xanthogenate

sodium cephalothin
58-71-9

sodium cephalothin

(6R)-3-cyclohexyloxythiocarbonylsulfanylmethyl-8-oxo-7t-(2-thiophen-2-yl-acetylamino)-(6rH)-5-thia-1-aza-bicyclo[4.2.0]oct-2-ene-2-carboxylic acid
10111-88-3

(6R)-3-cyclohexyloxythiocarbonylsulfanylmethyl-8-oxo-7t-(2-thiophen-2-yl-acetylamino)-(6rH)-5-thia-1-aza-bicyclo[4.2.0]oct-2-ene-2-carboxylic acid

2-methyl-piperidine-1-carbodithioic acid; sodium salt
32019-63-9

2-methyl-piperidine-1-carbodithioic acid; sodium salt

sodium cephalothin
58-71-9

sodium cephalothin

(6R)-3-((Ξ)-2-methyl-piperidine-1-carbothioylsulfanylmethyl)-8-oxo-7t-(2-thiophen-2-yl-acetylamino)-(6rH)-5-thia-1-aza-bicyclo[4.2.0]oct-2-ene-2-carboxylic acid

(6R)-3-((Ξ)-2-methyl-piperidine-1-carbothioylsulfanylmethyl)-8-oxo-7t-(2-thiophen-2-yl-acetylamino)-(6rH)-5-thia-1-aza-bicyclo[4.2.0]oct-2-ene-2-carboxylic acid

Cefalotin sodium Chemical Properties

Name : Cefalotin sodium
Synonyms  Cephalothin sodium; Sodium cephalothin; Synclotin; 7-(Thiophene-2-acetamido)cephalosporanic acid sodium salt; Monosodium (6R,7R)-3-acetoxymethyl-8-oxo-7-[2-(thiophen-2-yl)acetylamido]-5-thia-1-azabicyclo[4.2.0.]oct-2-ene-2-carboxylate
Molecular:Structure:   
Molecular Formula:C16H15N2NaO6S2 
Molecular Weight:418.41
EINECS:200-394-6
Merck:13,1994
Molecular Formula:240°C
solubility:H2O: 50 mg/mL, clear, faintly yellow
Water Solubility:158 mg/L
storage temp.:2-8°C
Appearance:Crystalline

Cefalotin sodium Toxicity Data With Reference

1.    

ivn-wmn TDLo:20 mg/kg:BLD

     AIMEAS    Annals of Internal Medicine. 77 (1972),401.
2.    

ims-chd TDLo:89 mg/kg/19D-I:BLD AACHAX -,272,63
3.    

ims-man TDLo:955 mg/kg/22D-I:BLD AACHAX -,272,63
4.    

ipr-rat LD50:7000 mg/kg

     JJANAX    Japanese Journal of Antibiotics. 28 (1975),188.
5.    

scu-rat LD50:7500 mg/kg

     JIDIAQ    Journal of Infectious Diseases. 137 (1978),S51.
6.    

ipr-mus LD50:5670 mg/kg

     JJANAX    Japanese Journal of Antibiotics. 27 (1974),746.
7.    

scu-mus LD50:7500 mg/kg

     JACHDX    Journal of Antimicrobial Chemotherapy. 6 (Suppl A),(1980),79.
8.    

ivn-mus LD50:4800 mg/kg

     JJANAX    Japanese Journal of Antibiotics. 27 (1974),746.

Cefalotin sodium Consensus Reports

EPA Genetic Toxicology Program.

Cefalotin sodium Safety Profile

Human systemic effects by intravenous and intramuscular routes: blood agranulocytosis and thrombocytopenia. When heated to decomposition it emits very toxic fumes of NOx, SOx, and Na2O.

Risk Statements:42/43:  May cause sensitization by inhalation and skin contact 
Safety Statements:22:  Do not breathe dust;36/37:  Wear suitable protective clothing and gloves 
Hazard Codes:Xn,Xi
WGK Germany:2

Related Products

Hot Products

Post buying leads

About|Contact|Cas|Product Name|Molecular|Country|Encyclopedia

Message|New Cas|MSDS|Service|Advertisement|CAS DataBase|Article Data|Manufacturers | Chemical Catalog

©2008 LookChem.com,License: ICP

NO.:Zhejiang16009103

complaints:service@lookchem.com Desktop View