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Basic Information
CAS No.: 1910-68-5
Name: N-METHYLISATIN-3-THIOSEMICARBAZONE
Article Data: 4
Molecular Structure:
Molecular Structure of 1910-68-5 (N-METHYLISATIN-3-THIOSEMICARBAZONE)
Formula: C10H10 N4 O S
Molecular Weight: 234.282
Synonyms: Indole-2,3-dione,1-methyl-, 3-(thiosemicarbazone) (7CI,8CI); Isatin, 1-methyl-, 3-(thiosemicarbazone)(6CI); 1-Methylindole-2,3-dione 3-(thiosemicarbazone); 1-Methylisatin3-thiosemicarbazone; 1-Methylisatin b-thiosemicarbazone; 33T57; BW 33T57; Compound 33T57;Isathizone; Kemoviran; MIBT; Marboran; Methisazone; Metisazon; Metisazone; Metisazonum;N-Methylisatin 3-thiosemicarbazone; N-Methylisatin thiosemicarbazone;N-Methylisatin-b-thiosemicarbazone;NSC 69811; NSC 70969; Viruzona; b-Thiosemicarbazone-N-methylisatin
EINECS: 217-616-2
Density: 1.47 g/cm3
Melting Point: 245°
Boiling Point: 410.3 °C at 760 mmHg
Flash Point: 202 °C
Safety: Poison by intravenous route. Moderately toxic by ingestion. Human mutation data reported. When heated to decomposition it emits very toxic fumes of SOx and NOx.
PSA: 102.81000
LogP: 1.35650
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ConditionsYield
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In methanol at 100℃; for 0.5h; Microwave irradiation;75%
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Conditions
ConditionsYield
Stage #1: 2′-N,N-dimethylaminophenylacetylene With iodine; oxygen In dimethyl sulfoxide at 20 - 100℃; for 6h;
Stage #2: thiosemicarbazide With diethylamine In dimethylsulfoxide-d6 at 20℃; for 3h;		80%
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Conditions
ConditionsYield
Multi-step reaction with 3 steps
1.1: H2SO4 / 60 - 80 °C
2.1: KOH / ethanol / 0.33 h
2.2: 60 percent / ethanol / 0.5 h
3.1: 60 percent / AcOH / ethanol / 3 h / Heating
View Scheme
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1910-68-5

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Conditions
ConditionsYield
Multi-step reaction with 2 steps
1.1: KOH / ethanol / 0.33 h
1.2: 60 percent / ethanol / 0.5 h
2.1: 60 percent / AcOH / ethanol / 3 h / Heating
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Conditions
ConditionsYield
Multi-step reaction with 4 steps
1.1: 76 percent / hydroxylamine hydrochloride; aq. sodium sulfate; H2SO4 / Heating
2.1: H2SO4 / 60 - 80 °C
3.1: KOH / ethanol / 0.33 h
3.2: 60 percent / ethanol / 0.5 h
4.1: 60 percent / AcOH / ethanol / 3 h / Heating
View Scheme
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1910-68-5

[(1-methyl-2-oxoindol-3-ylidene)amino]thiourea

Conditions
ConditionsYield
Multi-step reaction with 4 steps
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1.2: 3.17 h / 20 °C / Inert atmosphere
2.1: tri tert-butylphosphoniumtetrafluoroborate; bis(dibenzylideneacetone)-palladium(0); 1,8-diazabicyclo[5.4.0]undec-7-ene / tetrahydrofuran / 16 h / 20 °C / Glovebox; Inert atmosphere; Sealed tube
2.2: 16 h / 20 °C / Sealed tube; Inert atmosphere
3.1: hydrogenchloride / tetrahydrofuran; water / 5 h / 70 °C
4.1: acetic acid / 2 h / 120 °C
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Conditions
ConditionsYield
Multi-step reaction with 3 steps
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1.2: 16 h / 20 °C / Sealed tube; Inert atmosphere
2.1: hydrogenchloride / tetrahydrofuran; water / 5 h / 70 °C
3.1: acetic acid / 2 h / 120 °C
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ConditionsYield
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Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: potassium carbonate / N,N-dimethyl-formamide / 2 h / 20 °C / Inert atmosphere
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Conditions
ConditionsYield
In not given elem. anal.;76%
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Chemistry

IUPAC Name: [(Z)-(1-Methyl-2-oxoindol-3-ylidene)amino]thiourea
Synonyms of N-Methylisatin-3-(thiosemicarbazone) (CAS NO.1910-68-5) : (2Z)-2-(1-Methyl-2-oxo-1,2-dihydro-3H-indol-3-ylidene)hydrazinecarbothioamide ; Hydrazinecarbothioamide, 2-(1,2-dihydro-1-methyl-2-oxo-3H-indol-3-ylidene)-, (2Z)- ; 1-Methylindole-2, 3-dione 3-thiosemicarbazone ; 1-Methylisatin .beta.-thiosemicarbazone ; 1-Methylisatin 3-semicarbazone
InChI:InChI=1/C10H10N4OS/c1-14-7-5-3-2-4-6(7)8(9(14)15)12-13-10(11)16/h2-5H,1H3,(H3,11,13,16)/b12-8- 
CAS NO:1910-68-5
Molecular Formula:C10H10N4OS                                           
Molecular Weight :234.28                                                            
Molecular Structure :
EINECS: 217-616-2
Index of Refraction:1.732  
Surface Tension: 58.3 dyne/cm 
Density: 1.47 g/cm3 
Flash Point: 202 °C 
Enthalpy of Vaporization: 66.26 kJ/mol 
Boiling Point: 410.3 °C at 760 mmHg 
Vapour Pressure: 6.07E-07 mmHg at 25°C 
Variety of categories: N-Methylisatin-3-(thiosemicarbazone) (CAS NO.1910-68-5) blongs to anti-viral drug.

Toxicity Data With Reference

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
mouse LD50 intravenous 56mg/kg (56mg/kg)   U.S. Army Armament Research & Development Command, Chemical Systems Laboratory, NIOSH Exchange Chemicals. Vol. NX#02255,
mouse LD50 oral 4gm/kg (4000mg/kg)   Arzneimittel-Forschung. Drug Research. Vol. 22, Pg. 1704, 1972.
mouse LD50 subcutaneous > 50gm/kg (50000mg/kg)   Arzneimittel-Forschung. Drug Research. Vol. 22, Pg. 1704, 1972.

Safety Profile

 N-Methylisatin-3-(thiosemicarbazone) (CAS NO.1910-68-5) is poisonous by intravenous route. Moderately toxic by ingestion. Human mutation data reported. When N-Methylisatin-3-(thiosemicarbazone) (CAS NO.1910-68-5) is heated to decomposition, it emits very toxic fumes of SOx and NOx.