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80756-85-0

Basic Information
CAS No.: 80756-85-0
Name: S-2-Benzothiazolyl 2-amino-alpha-(methoxyimino)-4-thiazolethiolacetate
Molecular Structure:
Molecular Structure of 80756-85-0 (S-2-Benzothiazolyl 2-amino-alpha-(methoxyimino)-4-thiazolethiolacetate)
Formula: C13H10N4O2S3
Molecular Weight: 350.446
Synonyms: (Z)-2-[Methoxyimino]-2-(2-aminothiazol-4-yl)acetic acid S-2-benzothiazoleester;2-Amino-a-(methoxyimino)-4-thiazoleethanethioic acidS-2-benzothiazolyl ester;S-(Benzothiazol-2-yl)2-amino-a-(methoxyimino)thiazole-4-thioacetate;S-Benzothiazol-2-yl 2-(2-aminothiazol-4-yl)-2-(syn-methoxyimino)thioacetate;
EINECS: 279-540-6
Density: 1.63 g/cm3
Melting Point: 128-130 °C(lit.)
Boiling Point: 563.2 °C at 760 mmHg
Flash Point: 294.4 °C
Appearance: light yellow powder
Hazard Symbols: IrritantXi
Risk Codes: 36/37/38
Safety: 26-37/39
PSA: 172.24000
LogP: 3.58560
Synthetic route
533-37-9

2,3-cyclopentenopyridine

80756-85-0

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

957-68-6

7-Aminocephalosporanic acid

98753-19-6

cefpirome Sulfate

Conditions
ConditionsYield
With sulfuric acid for 0.0666667h; Time; Microwave irradiation;99%
80756-85-0

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

26395-99-3

7-aminodesacetoxycephalosporanic acid

65052-63-3, 65052-69-9

(Z)-7-[(2-amino-4-thiazolyl-2-methoxyiminoacetylamino)]-3-methyl-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid

Conditions
ConditionsYield
With dmap; triethylamine In water; acetone at 20℃; for 3.5h; Time;98.5%

(6R,7R)-7-amino-3-[(1-methyl-1-pyrrolidinyl)methyl]-3-cephem-4-carboxylic acid

80756-85-0

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

Cefepime dihydrochloride

Conditions
ConditionsYield
With sulphurous acid; triethylamine In dichloromethane at 0 - 5℃; Concentration; Large scale;98.3%
80756-85-0

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

120-78-5

di(benzothiazol-2-yl)disulfide

Conditions
ConditionsYield
With tetrabutylammomium bromide; ozone In methanol at 44℃; for 1.5h; Concentration; Temperature; Large scale;97.5%
144-83-2

sulphapyridine

80756-85-0

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

(Z)-2-(2-aminothiazol-4-yl)-2-(methoxyimino)-N-(4-(N-(pyridin-2-yl)sulfamoyl)phenyl)acetamide

Conditions
ConditionsYield
With pyridine; triethylamine In ethanol; dichloromethane at 20℃; Inert atmosphere;96%
80756-85-0

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

58909-56-1

7-aminoceftrizine

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%
80756-85-0

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

957-68-6

7-Aminocephalosporanic acid

63527-52-6

cefotaxime

Conditions
ConditionsYield
With TEA In dichloromethane at 20℃; for 1h; Substitution;95%
With triethylamine In dichloromethane at 20℃; for 1h;95%
Stage #1: (Z)-S-benzo[d]thiazol-2-yl 2-(2-aminothiazol-4-yl)-2-(methoxyimino)ethanethioate; 7-Aminocephalosporanic acid With triethylamine In methanol at 0 - 5℃;
Stage #2: With hydrogenchloride In methanol; water at 0 - 5℃; for 1h; pH=2.3 - 2.5;
Stage #1: (Z)-S-benzo[d]thiazol-2-yl 2-(2-aminothiazol-4-yl)-2-(methoxyimino)ethanethioate; 7-Aminocephalosporanic acid With triethylamine In 1,2-dimethoxyethane at -5 - 0℃;
Stage #2: With hydrogenchloride In 1,2-dimethoxyethane; water for 1h; pH=2.6 - 2.8; Product distribution / selectivity;
80756-85-0

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

36923-17-8

7-aminoceph-3-em-4-carboxylic acid ester

ceftizoxime acid

Conditions
ConditionsYield
With diethylamine In dichloromethane; butan-1-ol at -5℃; for 12h; Solvent; Reagent/catalyst; Autoclave; Large scale;93.6%
80756-85-0

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

70458-96-7

1-ethyl-6-fluoro-1,4-dihydro-4-oxo-7-(1-piperazinyl)-3-quinoline carboxylic acid

1-ethyl-6-fluoro-7-(1-(4-((Z)-2-(2-aminothiazol-4-yl)-2-methoxyiminoacetyl)piperazinyl))-1,4-dihydro-4-oxo-3-quinolinecarboxylic acid

Conditions
ConditionsYield
With triethylamine In ethanol at 20 - 25℃; Schotten-Baumann reaction;93%
155723-02-7

(6R,7R)-7-amino-3-[(1Z)-2-(4-methyl-5-thiazolyl)vinyl]-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid

80756-85-0

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

108-18-9

diisopropylamine

C19H18N6O5S3*C6H15N

Conditions
ConditionsYield
Stage #1: (6R,7R)-7-amino-3-[(1Z)-2-(4-methyl-5-thiazolyl)vinyl]-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid; (Z)-S-benzo[d]thiazol-2-yl 2-(2-aminothiazol-4-yl)-2-(methoxyimino)ethanethioate With dmap; triethylamine In dichloromethane at 0 - 15℃; Darkness;
Stage #2: diisopropylamine In dichloromethane; water; ethyl acetate
92.8%
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    S-2-Benzothiazolyl 2-amino-alpha-(methoxyimino)-4-thiazolethiolacetate

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  • S-2-Benzothiazolyl 2-amino-alpha-(methoxyimino)-4-thiazolethiolacetate

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    S-2-Benzothiazolyl 2-amino-alpha-(methoxyimino)-4-thiazolethiolacetate

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  • S-2-Benzothiazolyl 2-amino-alpha-(methoxyimino)-4-thiazolethiolacetate

  • Casno:

    80756-85-0

    S-2-Benzothiazolyl 2-amino-alpha-(methoxyimino)-4-thiazolethiolacetate

    Min.Order: 1 Metric Ton

    FOB Price:  USD $ 1.0-1.0

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  • 2-(2-Amino-4-thiazolyl)-2-methoxyiminoacetic,thiobenzothiazole ester

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    80756-85-0

    2-(2-Amino-4-thiazolyl)-2-methoxyiminoacetic,thiobenzothiazole ester

    Min.Order: 0

    FOB Price:  USD $ 0.0-0.0

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Chemistry

Molecular structure of 4-Thiazoleethanethioic acid, 2-amino-alpha-(methoxyimino)-, S-2-benzothiazolyl ester, (Z)- (CAS NO.80756-85-0) is:

Product Name: 4-Thiazoleethanethioic acid, 2-amino-alpha-(methoxyimino)-, S-2-benzothiazolyl ester, (Z)-
CAS Registry Number: 80756-85-0
IUPAC Name: S-(1,3-benzothiazol-2-yl)(2Z)-2-(2-amino-1,3-thiazol-4-yl)-2-methoxyiminoethanethioate
Molecular Weight: 350.4391 [g/mol]
Molecular Formula: C13H10N4O2S3
XLogP3-AA: 4.1
H-Bond Donor: 1
H-Bond Acceptor: 6
EINECS: 279-540-6
Melting Point: 128-130 °C(lit.)
Surface Tension: 72.7 dyne/cm
Density: 1.63 g/cm3
Flash Point: 294.4 °C
Enthalpy of Vaporization: 84.65 kJ/mol
Boiling Point: 563.2 °C at 760 mmHg
Vapour Pressure: 1.04E-12 mmHg at 25°C
Product Categories: Cephalosporins

Toxicity Data With Reference

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
guinea pig LD50 intraperitoneal 570mg/kg (570mg/kg) BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY)

LUNGS, THORAX, OR RESPIRATION: DYSPNEA

SKIN AND APPENDAGES (SKIN): HAIR: OTHER
Toksikologicheskii Vestnik. Vol. (3), Pg. 37, 1996.
mouse LD oral > 5gm/kg (5000mg/kg) BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY)

LUNGS, THORAX, OR RESPIRATION: DYSPNEA

SKIN AND APPENDAGES (SKIN): HAIR: OTHER
Toksikologicheskii Vestnik. Vol. (3), Pg. 37, 1996.
mouse LD50 intraperitoneal 253mg/kg (253mg/kg) BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY)

LUNGS, THORAX, OR RESPIRATION: DYSPNEA

SKIN AND APPENDAGES (SKIN): HAIR: OTHER
Toksikologicheskii Vestnik. Vol. (3), Pg. 37, 1996.
rat LD oral > 20gm/kg (20000mg/kg) BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY)

LUNGS, THORAX, OR RESPIRATION: DYSPNEA

SKIN AND APPENDAGES (SKIN): HAIR: OTHER
Toksikologicheskii Vestnik. Vol. (3), Pg. 37, 1996.
rat LD50 intraperitoneal 570mg/kg (570mg/kg) BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY)

LUNGS, THORAX, OR RESPIRATION: DYSPNEA

SKIN AND APPENDAGES (SKIN): HAIR: OTHER
Toksikologicheskii Vestnik. Vol. (3), Pg. 37, 1996.

Safety Profile

Safty information about 4-Thiazoleethanethioic acid, 2-amino-alpha-(methoxyimino)-, S-2-benzothiazolyl ester, (Z)- (CAS NO.80756-85-0) is:
Hazard Codes: IrritantXi
Risk Statements: 36/37/38 
R36/37/38:Irritating to eyes, respiratory system and skin.
Safety Statements: 26-37/39 
S26: In case of contact with eyes, rinse immediately with plenty of water and seek medical advice. 
S37/39:Wear suitable gloves and eye/face protection.
WGK Germany: 2
RTECS: XJ4664500

Specification

 4-Thiazoleethanethioic acid, 2-amino-alpha-(methoxyimino)-, S-2-benzothiazolyl ester, (Z)- , its cas register number is 80756-85-0. It also can be called (2-Mercaptobenzothiazolyl)-2-(2-aminothiazol-4-yl)-2-methoxyiminoacetate (syn) ; S-2-Benzothiazolyl (Z)-2-amino-alpha-(methoxyimino)-4-thiazoleethanethioate ; S-Benzothiazol-2-yl (Z)-2-(2-amino-1,3-thiazol-4-yl)-2-(methoxyimino)thioacetate ; 4-Thiazoleethanethioic acid, 2-amino-alpha-(methoxyimino)-, S-2-benzothiazolyl ester, (Z)- ; S-Benzothiazol-2-yl (Z)-2-(2-amino-1,3-thiazol-4-yl)-2-(methoxyimino)thioacetate .It is a light yellow powder.