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| CAS No.: | 104-06-3 |
|---|---|
| Name: | THIACETAZONE |
| Molecular Structure: | |
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| Formula: | C10H12 N4 O S |
| Molecular Weight: | 236.297 |
| 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 |
| Density: | 1.3g/cm3 |
| Melting Point: | 225-230 °C |
| Boiling Point: | °Cat760mmHg |
| Flash Point: | °C |
| Hazard Symbols: |
|
| Risk Codes: | 22 |
| 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. |
| PSA: | 111.60000 |
| LogP: | 1.97630 |
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ammonium thiocyanate
- 104-06-3
N-(4-[2-(aminocarbonothionyl)hydrazono]methylphenyl)acetamide
- 122-85-0
para-acetamidobenzaldehyde
- 104-06-3
N-(4-[2-(aminocarbonothionyl)hydrazono]methylphenyl)acetamide
| Conditions | Yield |
|---|---|
| Multi-step reaction with 2 steps 1: N2H4 View Scheme |
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cis-anti-cis-Dicyclohexyl-18-crown-6
- 104-06-3
N-(4-[2-(aminocarbonothionyl)hydrazono]methylphenyl)acetamide
| Conditions | Yield |
|---|---|
| In methanol; ethyl acetate | 81% |
- 104-06-3
N-(4-[2-(aminocarbonothionyl)hydrazono]methylphenyl)acetamide
- 108-24-7
acetic anhydride
- 107261-72-3
4-Acetyl-2-acetylamino-5-p-acetylaminophenyl-4,5-dihydro-1,3,4-thiadiazol
| Conditions | Yield |
|---|---|
| at 80 - 120℃; | 56% |
- 104-06-3
N-(4-[2-(aminocarbonothionyl)hydrazono]methylphenyl)acetamide
- 22592-41-2
4-acetylamino-benzaldehyde-semicarbazone
| Conditions | Yield |
|---|---|
| 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% |
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1,2-dichloroethyl acetate
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N-(4-[2-(aminocarbonothionyl)hydrazono]methylphenyl)acetamide
- 100517-73-5
acetic acid-[4-(thiazol-2-ylhydrazono-methyl)-anilide]
| Conditions | Yield |
|---|---|
| With sodium acetate |
- 6630-73-5
4-(chloroacetyl)antipyrine
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N-(4-[2-(aminocarbonothionyl)hydrazono]methylphenyl)acetamide
- 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 | Yield |
|---|---|
| With ethanol |
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Chemistry
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:
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.
Production
Raw materials is 4-Acetamidobenzaldehyde .
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. |
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:
Xn
Risk Statements:
R22:Harmful if swallowed.
Safety Statements:
S36:Wear suitable protective clothing.
WGK Germany: 3
RTECS: AE3850000
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.