Product Name

  • Name

    THIACETAZONE

  • EINECS
  • CAS No. 104-06-3
  • Density 1.3g/cm3
  • Solubility
  • Melting Point 225-230 °C
  • Formula C10H12 N4 O S
  • Boiling Point °Cat760mmHg
  • Molecular Weight 236.297
  • Flash Point °C
  • Transport Information
  • Appearance
  • Safety Moderately toxic by ingestion and subcutaneous routes. Mutation data reported. A tuberculostatic antibacterial agent. When heated to decomposition it emits very toxic fumes of NOx and SOx.
  • Risk Codes 22
  • Molecular Structure Molecular Structure of 104-06-3 (THIACETAZONE)
  • Hazard Symbols
  • Synonyms Acetamide,N-[4-[[(aminothioxomethyl)hydrazono]methyl]phenyl]- (9CI); Acetanilide, 4'-formyl-,4'-(thiosemicarbazone) (8CI); Acetanilide, 4'-formyl-, thiosemicarbazone (6CI);4-Acetylaminobenzaldehyde thiosemicarbazone; 4207RP; 4'-Formylacetanilidethiosemicarbazone; Aktivan; Ambathizon; Amithiozone; Amitiozon; Antib;Benthiozone; Benzothiozane; Benzothiozon; Berculon A; Berkazon; Conteben;Diasan; Diazan; Diazane; Domakol; Ilbion; Livazone; Mirizone Neustab; Mivizon;Myvizone; NSC 3550; Neotibil; Neustab; Novakol; Nuclon argentinian; Panrone;Parazone; SQ 2321; Sdt 1041; Seroden; Siocarbazone; Tb I; Tb I/698; Tebalon;Tebecure; Tebemar; Tebesone I; Tebethion; Tebethione; Tebezon; Thiacetazone;Thiacetone; Thibon; Thibone; Thioacetazon; Thioacetazone; Thiocarbazil;Thiocarbazyl; Thiomicid; Thionicid; Thioparamizon; Thioparamizone; Thiosemicarbazone;Thiosemicarbazone (pharmaceutical); Thiotebesin; Thiotebezin; Thiotebicina;Thizone; Tiacetazon; Tibicur; Tibion; Tibione; Tibizan; Tibon; Tibone;Tioacetazon; Tioatsetazon; Tiobicina; Tiocarone; Tiosecolo; Tubercazon;Tubigal; Tubin; p-Acetamidobenzaldehyde thiosemicarbazone;p-Acetylaminobenzaldehyde thiosemicarbazone
  • PSA 111.60000
  • LogP 1.97630

Synthetic route

4-acetylamino-benzaldehyde hydrazone

4-acetylamino-benzaldehyde hydrazone

ammonium thiocyanate
1147550-11-5

ammonium thiocyanate

N-(4-[2-(aminocarbonothionyl)hydrazono]methylphenyl)acetamide
104-06-3

N-(4-[2-(aminocarbonothionyl)hydrazono]methylphenyl)acetamide

(E)-2-(4-aminobenzylidene)hydrazinecarbothioamide
6957-91-1

(E)-2-(4-aminobenzylidene)hydrazinecarbothioamide

acetic anhydride
108-24-7

acetic anhydride

N-(4-[2-(aminocarbonothionyl)hydrazono]methylphenyl)acetamide
104-06-3

N-(4-[2-(aminocarbonothionyl)hydrazono]methylphenyl)acetamide

para-acetamidobenzaldehyde
122-85-0

para-acetamidobenzaldehyde

thiosemicarbazide
79-19-6

thiosemicarbazide

N-(4-[2-(aminocarbonothionyl)hydrazono]methylphenyl)acetamide
104-06-3

N-(4-[2-(aminocarbonothionyl)hydrazono]methylphenyl)acetamide

para-acetamidobenzaldehyde
122-85-0

para-acetamidobenzaldehyde

N-(4-[2-(aminocarbonothionyl)hydrazono]methylphenyl)acetamide
104-06-3

N-(4-[2-(aminocarbonothionyl)hydrazono]methylphenyl)acetamide

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: N2H4
View Scheme
cis-anti-cis-Dicyclohexyl-18-crown-6
15128-66-2

cis-anti-cis-Dicyclohexyl-18-crown-6

N-(4-[2-(aminocarbonothionyl)hydrazono]methylphenyl)acetamide
104-06-3

N-(4-[2-(aminocarbonothionyl)hydrazono]methylphenyl)acetamide

C20H36O6*2C10H12N4OS

C20H36O6*2C10H12N4OS

Conditions
ConditionsYield
In methanol; ethyl acetate81%
N-(4-[2-(aminocarbonothionyl)hydrazono]methylphenyl)acetamide
104-06-3

N-(4-[2-(aminocarbonothionyl)hydrazono]methylphenyl)acetamide

acetic anhydride
108-24-7

acetic anhydride

4-Acetyl-2-acetylamino-5-p-acetylaminophenyl-4,5-dihydro-1,3,4-thiadiazol
107261-72-3

4-Acetyl-2-acetylamino-5-p-acetylaminophenyl-4,5-dihydro-1,3,4-thiadiazol

Conditions
ConditionsYield
at 80 - 120℃;56%
N-(4-[2-(aminocarbonothionyl)hydrazono]methylphenyl)acetamide
104-06-3

N-(4-[2-(aminocarbonothionyl)hydrazono]methylphenyl)acetamide

4-acetylamino-benzaldehyde-semicarbazone
22592-41-2

4-acetylamino-benzaldehyde-semicarbazone

Conditions
ConditionsYield
With oxygen; methylene blue In acetone for 1.66667h; Irradiation;44%
With oxygen; methylene blue In methanol for 1.66667h; Product distribution; Mechanism; Irradiation; var. solvents; var. photosensitisers; var. singlet oxygen scavangers;28%
1,2-dichloroethyl acetate
10140-87-1

1,2-dichloroethyl acetate

N-(4-[2-(aminocarbonothionyl)hydrazono]methylphenyl)acetamide
104-06-3

N-(4-[2-(aminocarbonothionyl)hydrazono]methylphenyl)acetamide

acetic acid-[4-(thiazol-2-ylhydrazono-methyl)-anilide]
100517-73-5

acetic acid-[4-(thiazol-2-ylhydrazono-methyl)-anilide]

Conditions
ConditionsYield
With sodium acetate
β-Propiolactone
57-57-8

β-Propiolactone

N-(4-[2-(aminocarbonothionyl)hydrazono]methylphenyl)acetamide
104-06-3

N-(4-[2-(aminocarbonothionyl)hydrazono]methylphenyl)acetamide

3-[(4-acetylamino-benzylidenehydrazono)-amino-methylsulfanyl]-propionic acid

3-[(4-acetylamino-benzylidenehydrazono)-amino-methylsulfanyl]-propionic acid

4-(chloroacetyl)antipyrine
6630-73-5

4-(chloroacetyl)antipyrine

N-(4-[2-(aminocarbonothionyl)hydrazono]methylphenyl)acetamide
104-06-3

N-(4-[2-(aminocarbonothionyl)hydrazono]methylphenyl)acetamide

acetic acid-{4-[4-(1,5-dimethyl-3-oxo-2-phenyl-2,3-dihydro-1H-pyrazol-4-yl)-thiazol-2-ylhydrazonomethyl]-anilide}
96267-62-8

acetic acid-{4-[4-(1,5-dimethyl-3-oxo-2-phenyl-2,3-dihydro-1H-pyrazol-4-yl)-thiazol-2-ylhydrazonomethyl]-anilide}

Conditions
ConditionsYield
With ethanol
N-(4-[2-(aminocarbonothionyl)hydrazono]methylphenyl)acetamide
104-06-3

N-(4-[2-(aminocarbonothionyl)hydrazono]methylphenyl)acetamide

acetic acid-[4-(amino-[1,3,4]thiadiazol-2-yl)-anilide]
90916-70-4

acetic acid-[4-(amino-[1,3,4]thiadiazol-2-yl)-anilide]

Conditions
ConditionsYield
With water; iron(III) chloride
N-(4-[2-(aminocarbonothionyl)hydrazono]methylphenyl)acetamide
104-06-3

N-(4-[2-(aminocarbonothionyl)hydrazono]methylphenyl)acetamide

N,N'''-bis-(4-acetylamino-benzylidene)-μ-disulfido-dicarboxamidrazone
114164-09-9

N,N'''-bis-(4-acetylamino-benzylidene)-μ-disulfido-dicarboxamidrazone

Conditions
ConditionsYield
With dibenzoyl peroxide
N-(4-[2-(aminocarbonothionyl)hydrazono]methylphenyl)acetamide
104-06-3

N-(4-[2-(aminocarbonothionyl)hydrazono]methylphenyl)acetamide

1-(4-acetylamino-benzyl)-thiosemicarbazide
59643-83-3

1-(4-acetylamino-benzyl)-thiosemicarbazide

Conditions
ConditionsYield
With ammonia; sodium; ammonium chloride unter Einleiten von CO2;
With sodium amalgam; sodium hydrogencarbonate unter Einleiten von CO2;
N-(4-[2-(aminocarbonothionyl)hydrazono]methylphenyl)acetamide
104-06-3

N-(4-[2-(aminocarbonothionyl)hydrazono]methylphenyl)acetamide

acetic anhydride
108-24-7

acetic anhydride

4-diacetylamino-benzaldehyde-(4-acetyl thiosemicarbazone)
110175-75-2

4-diacetylamino-benzaldehyde-(4-acetyl thiosemicarbazone)

N-(4-[2-(aminocarbonothionyl)hydrazono]methylphenyl)acetamide
104-06-3

N-(4-[2-(aminocarbonothionyl)hydrazono]methylphenyl)acetamide

2-chloro-benzaldehyde
89-98-5

2-chloro-benzaldehyde

chloroacetic acid
79-11-8

chloroacetic acid

acetic acid-({4-[5-(2-chloro-benzyliden)-4-oxo-thiazolidin-2-ylidenehydrazono]-methyl}-anilide)
111531-25-0

acetic acid-({4-[5-(2-chloro-benzyliden)-4-oxo-thiazolidin-2-ylidenehydrazono]-methyl}-anilide)

N-(4-[2-(aminocarbonothionyl)hydrazono]methylphenyl)acetamide
104-06-3

N-(4-[2-(aminocarbonothionyl)hydrazono]methylphenyl)acetamide

para-acetamidobenzaldehyde
122-85-0

para-acetamidobenzaldehyde

chloroacetic acid
79-11-8

chloroacetic acid

5-(4-acetylamino-benzylidene)-thiazolidine-2,4-dion-2-(4-acetylamino-benzylidenehydrazone)
115272-07-6

5-(4-acetylamino-benzylidene)-thiazolidine-2,4-dion-2-(4-acetylamino-benzylidenehydrazone)

Conditions
ConditionsYield
With acetic acid
N-(4-[2-(aminocarbonothionyl)hydrazono]methylphenyl)acetamide
104-06-3

N-(4-[2-(aminocarbonothionyl)hydrazono]methylphenyl)acetamide

4-Nitrophenacyl bromide
99-81-0

4-Nitrophenacyl bromide

3-(4-acetylamino-benzylidenamino)-4-(4-nitro-phenyl)-3H-thiazol-2-one-imine

3-(4-acetylamino-benzylidenamino)-4-(4-nitro-phenyl)-3H-thiazol-2-one-imine

Conditions
ConditionsYield
With ethanol
N-(4-[2-(aminocarbonothionyl)hydrazono]methylphenyl)acetamide
104-06-3

N-(4-[2-(aminocarbonothionyl)hydrazono]methylphenyl)acetamide

benzaldehyde
100-52-7

benzaldehyde

chloroacetic acid
79-11-8

chloroacetic acid

5,5'-benzylidene-bis-thiazolidine-2,4-dione-2,2'-bis-(4-acetylamino-benzylidenehydrazone)
102901-19-9

5,5'-benzylidene-bis-thiazolidine-2,4-dione-2,2'-bis-(4-acetylamino-benzylidenehydrazone)

Conditions
ConditionsYield
With acetic acid
N-(4-[2-(aminocarbonothionyl)hydrazono]methylphenyl)acetamide
104-06-3

N-(4-[2-(aminocarbonothionyl)hydrazono]methylphenyl)acetamide

benzaldehyde
100-52-7

benzaldehyde

chloroacetic acid
79-11-8

chloroacetic acid

acetic acid-{[4-(5-benzyliden-4-oxo-thiazolidin-2-ylidenehydrazono)-methyl]-anilide}
109568-33-4

acetic acid-{[4-(5-benzyliden-4-oxo-thiazolidin-2-ylidenehydrazono)-methyl]-anilide}

N-(4-[2-(aminocarbonothionyl)hydrazono]methylphenyl)acetamide
104-06-3

N-(4-[2-(aminocarbonothionyl)hydrazono]methylphenyl)acetamide

benzyl chloride
100-44-7

benzyl chloride

acetic acid-[4-(S-benzyl-isothiosemicarbazonomethyl)-anilide]

acetic acid-[4-(S-benzyl-isothiosemicarbazonomethyl)-anilide]

N-(4-[2-(aminocarbonothionyl)hydrazono]methylphenyl)acetamide
104-06-3

N-(4-[2-(aminocarbonothionyl)hydrazono]methylphenyl)acetamide

salicylaldehyde
90-02-8

salicylaldehyde

chloroacetic acid
79-11-8

chloroacetic acid

5,5'-salicylidene-bis-thiazolidine-2,4-dione-2,2'-bis-(4-acetylamino-benzylidenehydrazone)
125544-42-5

5,5'-salicylidene-bis-thiazolidine-2,4-dione-2,2'-bis-(4-acetylamino-benzylidenehydrazone)

Conditions
ConditionsYield
With acetic acid
N-(4-[2-(aminocarbonothionyl)hydrazono]methylphenyl)acetamide
104-06-3

N-(4-[2-(aminocarbonothionyl)hydrazono]methylphenyl)acetamide

chloroacetic acid ethyl ester
105-39-5

chloroacetic acid ethyl ester

acetic acid-{[4-(4-oxo-thiazolidin-2-ylidenehydrazono)-methyl]-anilide}
95708-02-4

acetic acid-{[4-(4-oxo-thiazolidin-2-ylidenehydrazono)-methyl]-anilide}

N-(4-[2-(aminocarbonothionyl)hydrazono]methylphenyl)acetamide
104-06-3

N-(4-[2-(aminocarbonothionyl)hydrazono]methylphenyl)acetamide

chloroacetone
78-95-5

chloroacetone

4-acetylamino-benzaldehyde-(4-methyl-thiazol-2-ylhydrazone)

4-acetylamino-benzaldehyde-(4-methyl-thiazol-2-ylhydrazone)

(E)-3-phenylpropenal
14371-10-9

(E)-3-phenylpropenal

N-(4-[2-(aminocarbonothionyl)hydrazono]methylphenyl)acetamide
104-06-3

N-(4-[2-(aminocarbonothionyl)hydrazono]methylphenyl)acetamide

chloroacetic acid
79-11-8

chloroacetic acid

acetic acid-{4-[(5-trans-cinnamyliden-4-oxo-thiazolidin-2-ylidenehydrazono)-methyl]-anilide}
113223-43-1

acetic acid-{4-[(5-trans-cinnamyliden-4-oxo-thiazolidin-2-ylidenehydrazono)-methyl]-anilide}

N-(4-[2-(aminocarbonothionyl)hydrazono]methylphenyl)acetamide
104-06-3

N-(4-[2-(aminocarbonothionyl)hydrazono]methylphenyl)acetamide

chloroacetic acid
79-11-8

chloroacetic acid

acetic acid-{[4-(4-oxo-thiazolidin-2-ylidenehydrazono)-methyl]-anilide}
95708-02-4

acetic acid-{[4-(4-oxo-thiazolidin-2-ylidenehydrazono)-methyl]-anilide}

N-(4-[2-(aminocarbonothionyl)hydrazono]methylphenyl)acetamide
104-06-3

N-(4-[2-(aminocarbonothionyl)hydrazono]methylphenyl)acetamide

chloroacetic acid
79-11-8

chloroacetic acid

o-carboxybenzaldehyde
119-67-5

o-carboxybenzaldehyde

2-[2-(4-acetylamino-benzylidenehydrazono)-4-oxo-thiazolidin-5-ylidenemethyl]-benzoic acid

2-[2-(4-acetylamino-benzylidenehydrazono)-4-oxo-thiazolidin-5-ylidenemethyl]-benzoic acid

N-(4-[2-(aminocarbonothionyl)hydrazono]methylphenyl)acetamide
104-06-3

N-(4-[2-(aminocarbonothionyl)hydrazono]methylphenyl)acetamide

chloroacetic acid
79-11-8

chloroacetic acid

o-carboxybenzaldehyde
119-67-5

o-carboxybenzaldehyde

2-{bis-[2-(4-acetylamino-benzylidenehydrazono)-4-oxo-thiazolidin-5-yl]-methyl}-benzoic acid

2-{bis-[2-(4-acetylamino-benzylidenehydrazono)-4-oxo-thiazolidin-5-yl]-methyl}-benzoic acid

Conditions
ConditionsYield
With acetic acid
N-(4-[2-(aminocarbonothionyl)hydrazono]methylphenyl)acetamide
104-06-3

N-(4-[2-(aminocarbonothionyl)hydrazono]methylphenyl)acetamide

1-bromoacetone
598-31-2

1-bromoacetone

4-acetylamino-benzaldehyde-(4-methyl-thiazol-2-ylhydrazone)

4-acetylamino-benzaldehyde-(4-methyl-thiazol-2-ylhydrazone)

N-(4-[2-(aminocarbonothionyl)hydrazono]methylphenyl)acetamide
104-06-3

N-(4-[2-(aminocarbonothionyl)hydrazono]methylphenyl)acetamide

methyl iodide
74-88-4

methyl iodide

acetic acid-[4-(S-methyl-isothiosemicarbazonomethyl)-anilide]
94504-53-7

acetic acid-[4-(S-methyl-isothiosemicarbazonomethyl)-anilide]

N-(4-[2-(aminocarbonothionyl)hydrazono]methylphenyl)acetamide
104-06-3

N-(4-[2-(aminocarbonothionyl)hydrazono]methylphenyl)acetamide

1,3-Dichloroacetone
534-07-6

1,3-Dichloroacetone

4-acetylamino-benzaldehyde (4-chloromethyl-thiazol-2-yl)-hydrazone
24698-85-9

4-acetylamino-benzaldehyde (4-chloromethyl-thiazol-2-yl)-hydrazone

Conditions
ConditionsYield
In acetone for 1h; Heating;

Thiacetazone Chemical Properties

Chemistry informtion about Thiacetazone (CAS NO.104-06-3) is:
IUPAC Name: N-[4-[(E)-(Carbamothioylhydrazinylidene)Methyl]Phenyl]Acetamide
Synonyms: 4'-Formyl-Acetanilid4'-(Thiosemicarbazone) ; 4207 Rp ; 4207rp ; A 4081 ; Acetamide, N-(4-(((Aminothiomethyl)Hydrazono)Methylene)Phenyl)- ; Acetamide, N-[4-[[(Aminothioxomethyl)Hydrazono]Methyl]Phenyl]- ; Acetamide, N1-(4-{[2-(Aminocarbothioyl)Hydrazono]Methyl}Phenyl) ; Acetanilide, 4'-Formyl-, 4'-(Thiosemicarbazone)
Product Categories: Aromatic Aldehydes & Derivatives (substituted)
MF: C10H12N4OS
MW: 236.29
EINECS: 203-170-6 
Density: 1.3 g/cm3
Melting Point: 225-230 °C 
Flash Point: °C 
Boiling Point: °C at 760 mmHg
Vapour Pressure: mmHg at 25°C 
Enthalpy of Vaporization: kJ/mol
Following is the molecular structure of Thiacetazone (CAS NO.104-06-3) is:

Thiacetazone Uses

 Thiacetazone (CAS NO.104-06-3) is used in the treatment of tuberculosis; it has only weak activity against Mycobacterium tuberculosis and is only useful in preventing resistance to more powerful drugs like isoniazid and rifampicin. It is never used on its own to treat tuberculosis; it is used in a similar way to ethambutol. Thiacetazone is the only anti-TB drug that is ineffective when given intermittently. There is no advantage to using thioacetazone if the regimen used already contains ethambutol, but many countries in sub-Saharan Africa still use thioacetazone because it is extremely cheap. Use of Thiacetazone is declining because it can cause severe (sometimes fatal) skin reactions in HIV positive patients.

Thiacetazone Production

Raw materials is 4-Acetamidobenzaldehyde .

Thiacetazone Toxicity Data With Reference

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
mouse LD50 oral 950mg/kg (950mg/kg) behavioral: somnolence (general depressed activity) behavioral: coma lungs, thorax, or respiration: respiratory depression Comptes Rendus des Seances de la Societe de Biologie et de Ses Filiales. Vol. 144, Pg. 1310, 1950.
mouse LD50 subcutaneous 1gm/kg (1000mg/kg)   Journal of Pharmacy and Pharmacology. Vol. 2, Pg. 764, 1950.

Thiacetazone Safety Profile

Moderately toxic by ingestion and subcutaneous routes. Mutation data reported. A tuberculostatic antibacterial agent. When heated to decomposition it emits very toxic fumes of NOx and SOx.
Hazard Codes:
HarmfulXn
Risk Statements:
R22:Harmful if swallowed.
Safety Statements:
S36:Wear suitable protective clothing.
WGK Germany: 3
RTECS: AE3850000

Thiacetazone Specification

First Aid Measures:
Eyes: Flush eyes with plenty of water for at least 15 minutes, occasionally lifting the upper and lower eyelids. Get medical aid.
Skin: Get medical aid. Flush skin with plenty of water for at least 15 minutes while removing contaminated clothing and shoes.
Ingestion: Get medical aid. Wash mouth out with water.
Inhalation: Remove from exposure and move to fresh air immediately. If not breathing, give artificial respiration. If breathing is difficult, give oxygen. Get medical aid. 
Handling and Storage:
Handling: Avoid breathing dust, vapor, mist, or gas. Avoid contact with skin and eyes.
Storage: Store in a cool, dry place. Store in a tightly closed container.

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