| Identification | Back Directory | [Name]
THIACETAZONE | [CAS]
104-06-3 | [Synonyms]
tbi
TB 1
Tb I
Tibon
Tubin
Antib
4207rp
A 4081
Diasan
Diazan
Ilbion
Thibon
Diazam
Tibion
Tibone
rp4207
sq2321
Tibicur
Thizone
sdt1041
Seroden
RP 4207
SQ 2321
Panrone
Tibione
Tibizan
Tubigal
Thibone
tbi/698
Tebalon
Neustab
Novakol
Tebemar
Tebezon
Mivizon
Domakol
4207 RP
Aktivan
Conteben
Berkazon
Myvizone
Livazone
Neotibil
Tebecure
Parazone
Sdt 1041
Tb I/698
Tb I-698
Tiobicina
Tiocarone
Tiosecolo
tebesonei
Tebethion
Thiomicid
Thionicid
Amitiozon
berculona
Berculon A
Ambathizon
CBC 903150
tb1(bayer)
Tebethione
Thiacetone
Tebesone I
Tubercazon
Tiacetazon
Thiotebesin
Thiotebezin
Tioacetazon
THIACETAZON
Amithiozone
Benthiozone
Benzothiozon
THIACETAZONE
THIOCARBAZIL
Thioacetazon
Thiacetozone
Tioatsetazon
Thiotebicina
Siocarbazone
TB I (Bayer)
AKOS B004040
Thioacetazone
Thioazetazone
Thioparamizon
Benzothiozane
Thioparamizone
Mirizone neustab
nuclonargentinian
Thiosemicarbazone
Thiosemicarbarzone
Nuclon argentinian
magk’st.b.1conteben
Magk'S T.B.1 conteben
domagk’st.b.1conteben
THIACETAZONE USP/EP/BP
Domagk's t.b.1 conteben
ThiacetazoneThiacetazoneBp
thiosemicarbazone(pharmaceutical)
4'-FORMYLACETANILIDTHIOSEMICARBAZON
4'-FORMYLACETANILIDE THIOSEMICARBAZONE
p-Formylacetanilide-3-thiosemicarbazone
p-Acetaminobenzylidenethiosemicarbazone
p-acetamidobenzaldehydethiosemicarbazone
p-Acetamidobenzaldehyde thiosemicarbazon
p-Acetamidobenzaldehyde thiosemicarbazone
P-ACETAMINOBENZALDEHYDE THIOSEMICARBAZONE
4-ACETAMIDOBENZALDEHYDE THIOSEMICARBAZONE
p-Acetoaminobenzaldehyde thiosemicarbazone
p-Acetylaminobenzadehyde thiosemicarbazone
p-acetylaminobenzaldehydethiosemicarbazone
4’-formyl-acetanilid4’-(thiosemicarbazone)
Acetanilide, 4'-formyl-, thiosemicarbazone
p-Acetylaminobenzaldehyde thiosemicarbazone
4-ACETYLAMINOBENZALDEHYDE THIOSEMICARBAZONE
Acetanilide, 4'-formyl-, 4'-(thiosemicarbazone)
4-ACETYLAMINOBENZALDEHYDE THIOSEMICARBAZONE 98%
4-AcetylaMinobenzaldehyde thioseMicarbazone, 98% 5GR
N-[4-[(2-Carbamothioylhydrazono)methyl]phenyl]acetamide
N-[4-[[(Aminothioxomethyl)hydrazono]methyl]phenyl]acetamide
n-(4-(((aminothioxomethyl)hydrazono)methyl)phenyl)-acetamid
Acetamide, N-[4-[[(aminothioxomethyl)hydrazono]methyl]phenyl]-
Acetamide, N1-(4-{[2-(aminocarbothioyl)hydrazono]methyl}phenyl)
Acetamide, N-(4-(((aminothiomethyl)hydrazono)methylene)phenyl)-
N-(4-((E)-[2-(Aminocarbothioyl)hydrazono]methyl)phenyl)acetamide
Acetamide,N-[4-[[2-(aminothioxomethyl)hydrazinylidene]methyl]phenyl]-
AMITHIOZONE; THIACETAZONE; CONTEBEN; BENZOTHIOZANE; THIOACETAZON; AMBATHIZON; PARAZONE; TIBON; TUBIN | [EINECS(EC#)]
203-170-6 | [Molecular Formula]
C10H12N4OS | [MDL Number]
MFCD00022157 | [MOL File]
104-06-3.mol | [Molecular Weight]
236.29 |
| Chemical Properties | Back Directory | [Melting point ]
225-230 °C
| [density ]
1.2752 (rough estimate) | [refractive index ]
1.6440 (estimate) | [storage temp. ]
Store at -20°C | [solubility ]
Soluble in DMSO | [form ]
powder to crystal | [pka]
11.35±0.70(Predicted) | [color ]
White to Orange to Green |
| Safety Data | Back Directory | [Hazard Codes ]
Xn | [Risk Statements ]
22 | [Safety Statements ]
36 | [WGK Germany ]
3
| [RTECS ]
AE3850000
| [HS Code ]
29309090 | [Toxicity]
LD50 s.c. in mice: 1-2 g/kg (Bavin) |
| Hazard Information | Back Directory | [Chemical Properties]
Solid | [Uses]
Thiacetazone (cas# 104-06-3) is used in combination chemotherapy, in preparation of nucleosides as inhibitors of adenylate-forming enzyme MenE. | [Definition]
ChEBI: Thioacetazone is a member of acetamides and an anilide. | [Indications]
Thiacetazone is active against many strains of M. tuberculosis.
It is not marketed in the United States.
However, because of its low cost, it is used as a first-line
agent in East Africa, especially in combination with
compounds such as isoniazid. The most common side
effects of thiacetazone include GI intolerance and development
of rashes. It causes significant ototoxicity, especially
when coadministered with streptomycin. Lifethreatening
hypersensitivity reactions, such as hepatitis,
transient marrow aplastic syndromes, neutropenia, and
thrombocytopenia, have been reported. | [Pharmaceutical Applications]
Thioacetazone (USAN amithiozone) is a synthetic compound
discovered during initial work on the sulfonamides, to which
it is structurally related. It is only slightly soluble in water. It
is a weak bacteristatic drug, with frequent serious side effects,
particularly in HIV-positive persons to whom it must never
knowingly be given. On the advice of the WHO it no longer
has a place in the treatment of tuberculosis, except as a last
resort in cases of extreme drug resistance.
In-vitro MICs vary considerably according to the medium
used and bear little relation to in-vivo efficacy. Many strains
of M. tuberculosis isolated in East Africa, India and Hong
Kong are naturally more resistant than strains from Europe.
Acquired resistance, as a result of monotherapy, is prevalent
in the developing countries.
Thioacetazone is well absorbed, achieving a plasma
concentration
of 1–4 mg/L 2–4 h after a 100 mg oral dose.
The plasma half-life is 8–12 h. Little is known about the
distribution
of the drug. Several metabolites are described.
About 20% is eliminated in the urine; the fate of the remainder
is unknown. Rashes are common, occurring in 2–4%
of patients in Africa but much more frequently in those of
Chinese ethnic origin. More severe skin reactions, exfoliative
dermatitis and Stevens–Johnson syndrome occur in less than
0.5% of HIV-negative patients, but there is a 10-fold increase
of these reactions in HIV-positive patients, proving fatal in up
to 3% of such patients. Other common side effects include
gastrointestinal reactions, vertigo and conjunctivitis. Less
common reactions include hepatitis, erythema multiforme,
hemolytic anemia and, rarely, agranulocytosis. Prolonged
therapy may rarely lead to hypertrichosis, gynecomastia and
osteoporosis. It is very rarely used, but may occasionally be
considered (with other antituberculosis drugs) in extremely
drug resistant tuberculosis. |
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