| Identification | More | [Name]
Tricyclazole | [CAS]
41814-78-2 | [Synonyms]
5-Methyl-1，2，4-ffiazole(3，4-β)benzothiazole
5-Methyl-1,2,4-triazolo[3,4-b]benzo-1,3-thiazole
5-METHYL-1,2,4-TRIAZOLO-(3,4-B)-BENZOTHIAZOLE
BEAM
BEAM (TM)
BIM
BIM(R)
BLAS-T
Methyl-1,2,4-triazolo(3,4-b)benzothiazole
SAZOLE
TRICYCLAZOL
TRICYCLAZOLE
TRICYLAZOLE
1,2,4-Triazolo[3,4-b]benzothiazole, 5-methyl-
1,2,4-Triazolo[3,4-b]benzothiazole,5-methyl-
2,4-Triazolo[3,4-b]benzothiazole,5-methyl-1
4-b)benzothiazole,5-methyl-s-triazolo(
4-triazolo[3,4-b]benzothiazole,5-methyl-2
5-Methyl[1,2,4]triazolo[3,4-b][1,3]benzothiazole
5-Methyl-1,2,4-triazole(3,4-b)benzothiazole | [EINECS(EC#)]
255-559-5 | [Molecular Formula]
C9H7N3S | [MDL Number]
MFCD00072466 | [Molecular Weight]
189.24 | [MOL File]
41814-78-2.mol |
| Chemical Properties | Back Directory | [Melting point ]
187-188°C | [Boiling point ]
275 °C | [density ]
1.2292 (rough estimate) | [refractive index ]
1.5500 (estimate) | [storage temp. ]
0-6°C | [solubility ]
Chloroform (Slightly), DMSO (Slightly), Ethyl Acetate (Very Slightly), Methanol | [form ]
neat | [pka]
2.40±0.40(Predicted) | [color ]
Light yellow to yellow | [biological source]
rabbit | [Water Solubility ]
1.6g/L(25 ºC) | [BRN ]
980261 | [Henry's Law Constant]
3.2×105 mol/(m3Pa) at 25℃, Duchowicz et al. (2020) | [Major Application]
agriculture
environmental | [InChI]
InChI=1S/C9H7N3S/c1-6-3-2-4-7-8(6)12-5-10-11-9(12)13-7/h2-5H,1H3 | [InChIKey]
DQJCHOQLCLEDLL-UHFFFAOYSA-N | [SMILES]
S1C2=CC=CC(C)=C2N2C=NN=C12 | [LogP]
1.700 | [CAS DataBase Reference]
41814-78-2(CAS DataBase Reference) | [NIST Chemistry Reference]
Tricyclazole(41814-78-2) | [EPA Substance Registry System]
41814-78-2(EPA Substance) |
| Safety Data | Back Directory | [Symbol(GHS) ]
GHS06 | [Signal word ]
Danger | [Hazard statements ]
H301-H412 | [Precautionary statements ]
P264-P270-P273-P301+P310-P405-P501 | [Hazard Codes ]
Xn | [Risk Statements ]
R22:Harmful if swallowed. | [RIDADR ]
2588 | [WGK Germany ]
1 | [RTECS ]
XZ5475000 | [TSCA ]
TSCA listed | [HazardClass ]
6.1(a) | [PackingGroup ]
II | [HS Code ]
29349990 | [Storage Class]
6.1C - Combustible acute toxic Cat.3
toxic compounds or compounds which causing chronic effects | [Hazard Classifications]
Acute Tox. 3 Oral
Aquatic Chronic 3 |
| Hazard Information | Back Directory | [Description]
log Kow: 1.4. Solubility: In water at 25 ?C,
1.6 g/L. In acetone 10.4, methanol 25, xylene 2.1 (all in
g/l, 25 ?C). Stability: Stable at 52 ?C. Relatively stable
to ultraviolet light. | [Chemical Properties]
The original drug is an off-white solid that is not easily decomposed by water and light and is also stable to heat (up to 187°C). | [Uses]
Tricyclazole is an common active ingredient in several commercial fungicide products used to control rice blast fungus, in transplanted and direct-seeded rice. | [Definition]
ChEBI: A triazolobenzothiazole that is [1,2,4]triazolo[3,4-b][1,3]benzothiazole which is substituted at position 5 by a methyl group. A fungicide used for the control of rice blast, it is not approved for use within the European Union. | [Production Methods]
In industrial settings, the synthesis of tricyclazole begins with the preparation of a benzothiazole intermediate, often derived from 2-aminobenzenethiol or similar precursors. This compound undergoes cyclisation and functionalisation steps to introduce the triazole ring, which is essential for its fungicidal activity. The process involves controlled reactions with reagents like formamide or hydrazine derivatives, followed by purification to achieve high technical-grade purity. | [Mechanism of action]
Systemic, absorbed by roots and foliage and translocated, used mainly as a protectant, inhibits melanin biosynthesis | [Metabolism]
Animals: Rapid and extensive metabolism.
Plants: The principal metabolite is the hydroxymethyl
analog.
Soil/Environment: Kd 4 (loamy sand, pH 6.5, 1.5%
o.m.), 45 (loam, pH 5.7, 3.1% o.m.), 21 (clay loam, pH 7.4,
1.9% o.m.), 22 (silty clay loam, pH 5.7, 4.1% o.m.). | [Toxicity evaluation]
Mammalian toxicology. Oral: Acute oral LD50
for rats 314, mice 245, dogs >50 mg/kg. Skin and eye:
Acute percutaneous LD50 for rabbits >2000 mg/kg. Slight
eye irritant; nonirritating to skin (rabbits). Inhalation:
LC50 (1 h) for rats 0.146 mg/L air. NOEL: (2 yr) for
rats 9.6 mg/kg b.w.; for mice 6.7 mg/kg b.w.; (1 yr) for
dogs 5 mg/kg b.w.; 3-generation reproduction for rat
3 mg/kg b.w. ADI: 0.03 mg/kg.
Toxicity class: World
Health Organization (WHO) (a.i.) II; U.S. Environmental
Protection Agency (EPA) (formulation) II RC risk Xn
(R22). Ecotoxicology. Birds: Acute oral LD50 for mallard
ducks and bobwhite quail >100 mg/kg. Fish: LC50 for
bluegill sunfish 16.0, rainbow trout 7.3, goldfish fingerlings
13.5 mg/l. Daphnia: LC50 (48 h) > 20 mg/l; NOEC (21 d)
0.96 mg/L. | [Pesticide Type]
Fungicide |
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