CAS No.1910-68-5,N-METHYLISATIN-3-THIOSEMICARBAZONE Suppliers

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Basic Information

Molecular Structure:
CAS No.:	1910-68-5
Name:	N-METHYLISATIN-3-THIOSEMICARBAZONE
Article Data:	4

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 SO_x and NO_x.
PSA:	102.81000
LogP:	1.35650

Synthetic route

: 2058-74-4
1-methyl-1H-indole-2,3-dione

: 79-19-6
thiosemicarbazide

: 1910-68-5
[(1-methyl-2-oxoindol-3-ylidene)amino]thiourea

Conditions

Conditions	Yield
With acetic acid at 120℃; for 2h;	83%
In methanol at 100℃; for 0.5h; Microwave irradiation;	75%
With acetic acid In ethanol for 3h; Heating;	60%

: 79-19-6
thiosemicarbazide

: 219605-52-4
2′-N,N-dimethylaminophenylacetylene

: 1910-68-5
[(1-methyl-2-oxoindol-3-ylidene)amino]thiourea

Conditions

Conditions	Yield
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%

: 42366-35-8, 1769-41-1
hydroxyimino-N-phenylacetamide

: 1910-68-5
[(1-methyl-2-oxoindol-3-ylidene)amino]thiourea

Conditions

Conditions	Yield
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

: 91-56-5
indole-2,3-dione

chromium trioxide: chromium trioxide

: 1910-68-5
[(1-methyl-2-oxoindol-3-ylidene)amino]thiourea

Conditions

Conditions	Yield
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 View Scheme

: 62-53-3
aniline

[(Xantphos)2Pd(3-methyl-1-butenyl]OTf: [(Xantphos)2Pd(3-methyl-1-butenyl]OTf

: 1910-68-5
[(1-methyl-2-oxoindol-3-ylidene)amino]thiourea

Conditions

Conditions	Yield
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

: 615-43-0
2-iodophenylamine

: 1910-68-5
[(1-methyl-2-oxoindol-3-ylidene)amino]thiourea

Conditions

Conditions	Yield
Multi-step reaction with 4 steps 1.1: methyllithium / tetrahydrofuran / 1.5 h / -78 °C / Inert atmosphere 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 View Scheme

Yield

Multi-step reaction with 4 steps
1.1: methyllithium / tetrahydrofuran / 1.5 h / -78 °C / Inert atmosphere
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
View Scheme

: 57056-93-6
N-methyl-2-iodoaniline

: 1910-68-5
[(1-methyl-2-oxoindol-3-ylidene)amino]thiourea

Conditions

Conditions	Yield
Multi-step reaction with 3 steps 1.1: 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 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 View Scheme

: C15H22N2O2

: 1910-68-5
[(1-methyl-2-oxoindol-3-ylidene)amino]thiourea

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: hydrogenchloride / tetrahydrofuran; water / 5 h / 70 °C 2: acetic acid / 2 h / 120 °C View Scheme

: 91-56-5
indole-2,3-dione

: 1910-68-5
[(1-methyl-2-oxoindol-3-ylidene)amino]thiourea

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: potassium carbonate / N,N-dimethyl-formamide / 2 h / 20 °C / Inert atmosphere 2: methanol / 0.5 h / 100 °C / Microwave irradiation View Scheme

: 110-86-1
pyridine

: cobalt(II) chloride hydrate

: 1910-68-5
[(1-methyl-2-oxoindol-3-ylidene)amino]thiourea

: [(N-methylisatin β-thiosemicarbazone(-1H))Co(Cl)(pyridine)2]*H2O

Conditions

Conditions	Yield
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)	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 SO_x and NO_x.