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Cas Database

Name	Cefaloglycin	EINECS	N/A
CAS No.	3577-01-3	Density	1.52g/cm³
PSA	164.33000	LogP	1.01720
Solubility	10.5g/L(25 oC)	Melting Point	236.5°C (rough estimate)
Formula	C18H19 N3 O6 S	Boiling Point	761.8°C at 760 mmHg
Molecular Weight	405.431	Flash Point	414.5°C
Transport Information	N/A	Appearance	N/A
Safety	Moderately toxic by subcutaneous and intraperitoneal routes. Experimental reproductive effects. When heated to decomposition it emits toxic fumes of SO_x and NO_x.	Risk Codes	42/43
Molecular Structure		Hazard Symbols	Xn
Synonyms	5-Thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylicacid, 3-[(acetyloxy)methyl]-7-[(aminophenylacetyl)amino]-8-oxo-, [6R-[6a,7b(R*)]]-;5-Thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid,3-[(acetyloxy)methyl]-7-[[(2R)-aminophenylacetyl]amino]-8-oxo-, (6R,7R)- (9CI);5-Thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid,7-(2-amino-2-phenylacetamido)-3-(hydroxymethyl)-8-oxo-, acetate (ester), D-(8CI); 7-(2-D-a-Aminophenylacetamido)cephalosporanicacid; Cefaloglycin; Cefaloglycine; Cephaloglycin; Cephaloglycine;D-(-)-Cephaloglycin; D-Cephaloglycine; Kafocin; Kefglycin; Lilly 39435	Article Data	4

Cefaloglycin Synthetic route

: 7765-60-8
(6R)-3-acetoxymethyl-7t-((R)-2-tert-butoxycarbonylamino-2-phenyl-acetylamino)-8-oxo-(6rH)-5-thia-1-aza-bicyclo[4.2.0]oct-2-ene-2-carboxylic acid

: 3577-01-3
cephaloglycin

Conditions

Conditions	Yield
(i) CF3CO2H, (ii) ion exchange resin - form>; Multistep reaction;

: 24461-61-8
(R)-Phenylglycine methyl ester

: 957-68-6
7-Aminocephalosporanic acid

: 3577-01-3
cephaloglycin

Conditions

Conditions	Yield
at 30℃; for 3h; Pseudomonas melanogenum KY 3987 and KY 8540; Yield given;

: 19883-41-1
D-phenylglycine methyl ester hydrochloride

: 957-68-6
7-Aminocephalosporanic acid

: 3577-01-3
cephaloglycin

Conditions

Conditions	Yield
With potassium phosphate; Pseudomonas melanogenum KY 8541 at 30℃; pH=6.5;

: 33125-05-2
Boc-D-Phg-OH

: 3577-01-3
cephaloglycin

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: (i) Et3N, (ii) iBuOCOCl, (iii) /BRN= 5406532/ 2: (i) CF3CO2H, (ii) ion exchange resin - form> View Scheme

: 10416-59-8
N,O-bis-(trimethylsilyl)-acetamide

: 3577-01-3
cephaloglycin

: 7β-[D-2-(Chromone-3-carboxamido)-2-phenylacetamido]-3-acetoxymethyl-3-cephem-4-carboxylic acid

Conditions

Conditions	Yield
In dichloromethane; ethyl acetate	55%

: 3577-01-3
cephaloglycin

: 4704-60-3
cephalosporanic acid

Conditions

Conditions	Yield
	26%

triethylamine salt of cephaloglycine: triethylamine salt of cephaloglycine

: 42835-54-1
1-oxo-6,7-dihydro-1H,5H-pyrido[3,2,1-ij]quinoline-2-carboxylic acid

: 3577-01-3
cephaloglycin

: 543-27-1
isobutyl chloroformate

: 71-36-3
butan-1-ol

: sodium 2-ethylhexanoic acid

: 73253-21-1, 115404-31-4
(6R)-3-acetoxymethyl-8-oxo-7t-[(R)-2-(1-oxo-6,7-dihydro-1H,5H-pyrido[3,2,1-ij]quinoline-2-carbonylamino)-2-phenyl-acetylamino]-(6rH)-5-thia-1-aza-bicyclo[4.2.0]oct-2-ene-2-carboxylic acid

Conditions

Conditions	Yield
With magnesium sulfate; triethylamine In N-methyl-acetamide; diethyl ether; dichloromethane; water

...Expand

triethylamine salt of cephaloglycine: triethylamine salt of cephaloglycine

: 42835-34-7
5-methyl-1-oxo-6,7-dihydro-1H,5H-pyrido[3,2,1-ij]quinoline-2-carboxylic acid

: 3577-01-3
cephaloglycin

: 543-27-1
isobutyl chloroformate

: 71-36-3
butan-1-ol

: sodium 2-ethylhexanoic acid

: 73253-22-2
(6R)-3-acetoxymethyl-7t-[(R)-2-((Ξ)-5-methyl-1-oxo-6,7-dihydro-1H,5H-pyrido[3,2,1-ij]quinoline-2-carbonylamino)-2-phenyl-acetylamino]-8-oxo-(6rH)-5-thia-1-aza-bicyclo[4.2.0]oct-2-ene-2-carboxylic acid

Conditions

Conditions	Yield
With magnesium sulfate; triethylamine In N-methyl-acetamide; diethyl ether; water

...Expand

triethylamine salt of cephaloglycine: triethylamine salt of cephaloglycine

: 3577-01-3
cephaloglycin

: 73004-70-3
8-(4-formyl-1-piperazinyl)-6,7-dihydro-1-oxo-1H,5H-benzo[ij]quinolizine-2-carboxylic acid

: 543-27-1
isobutyl chloroformate

: 71-36-3
butan-1-ol

: sodium 2-ethylhexanoic acid

: 73253-23-3
(6R)-3-acetoxymethyl-7t-{(R)-2-[8-(4-formyl-piperazin-1-yl)-1-oxo-6,7-dihydro-1H,5H-pyrido[3,2,1-ij]quinoline-2-carbonylamino]-2-phenyl-acetylamino}-8-oxo-(6rH)-5-thia-1-aza-bicyclo[4.2.0]oct-2-ene-2-carboxylic acid

Conditions

Conditions	Yield
With magnesium sulfate; triethylamine In N-methyl-acetamide; diethyl ether; water

...Expand

: 60-29-7
diethyl ether

: 3577-01-3
cephaloglycin

: sodium 2-ethylhexanoic acid

: N-[6-[4-[N-Methyl-5-oxo-L-prolylamino]phenyl]-1,2-dihydro-2-oxo-nicotinyl]-7-[D-2-amino-2-phenylacetamido]-3-acetoxymethyl-3-cephem-4-carboxylic acid

Conditions

Conditions	Yield
With dimethyl sulfoxide In (2S)-N-methyl-1-phenylpropan-2-amine hydrate; N,N-dimethyl acetamide; ethyl acetate

Cefaloglycin Chemical Properties

Chemistry informtion about Cefaloglycin (CAS NO.3577-01-3) is:
IUPAC Name: (6R,7R)-3-(acetyloxymethyl)-7-[[(2R)-2-Amino-2-Phenylacetyl]Amino]-8-Oxo-5-Thia-1-Azabicyclo[4.2.0]Oct-2-Ene-2-Carboxylic Acid
Synonyms: Cefaloglycin ; Cephaloglycin ; (6r,7r)-7-[(R)-2-Amino-2-Phenylacetylamino]-3-(Acetoxymethyl)-8-Oxo-5-Thia-1-Azabicyclo[4.2.0]Oct-2-Ene-2-Carboxylic Acid ; Cephaloglycin(Anhydrous) ; Kafocin ; Kefglycin ; Lilly-39435
MF: C₁₈H₁₉N₃O₆S
MW: 0
EINECS: 222-696-7
Density: 1.52 g/cm³
Flash Point: 414.5 °C
Boiling Point: 761.8 °C at 760 mmHg
Vapour Pressure: 2.14E-24 mmHg at 25°C
Enthalpy of Vaporization: 116.41 kJ/mol
Following is the molecular structure of Cefaloglycin (CAS NO.3577-01-3) is:

Cefaloglycin Production

Preparation Products is Cefpimizole .

Cefaloglycin Toxicity Data With Reference

Organism	Test Type	Route	Reported Dose (Normalized Dose)	Effect	Source
mouse	LD50	intraperitoneal	1030mg/kg (1030mg/kg)	kidney, ureter, and bladder: "changes in tubules (including acute renal failure, acute tubular necrosis)"	Chemotherapy Vol. 18, Pg. 22, 1970.
mouse	LD50	oral	> 10gm/kg (10000mg/kg)	liver: other changes	Chemotherapy Vol. 18, Pg. 22, 1970.
mouse	LD50	subcutaneous	3700mg/kg (3700mg/kg)	kidney, ureter, and bladder: "changes in tubules (including acute renal failure, acute tubular necrosis)"	Chemotherapy Vol. 18, Pg. 22, 1970.
rat	LD50	intraperitoneal	1300mg/kg (1300mg/kg)	kidney, ureter, and bladder: "changes in tubules (including acute renal failure, acute tubular necrosis)"	Chemotherapy Vol. 18, Pg. 22, 1970.
rat	LD50	oral	> 10gm/kg (10000mg/kg)	liver: other changes	Chemotherapy Vol. 18, Pg. 22, 1970.
rat	LD50	subcutaneous	2800mg/kg (2800mg/kg)	kidney, ureter, and bladder: "changes in tubules (including acute renal failure, acute tubular necrosis)"	Chemotherapy Vol. 18, Pg. 22, 1970.

Cefaloglycin Safety Profile

Moderately toxic by subcutaneous and intraperitoneal routes. Experimental reproductive effects. When heated to decomposition it emits toxic fumes of SO_x and NO_x.

Cefaloglycin Specification

Cefaloglycin (CAS NO.3577-01-3) is a first generation cephalosporin antibiotic.

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