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三环唑

三环唑用途

Tricyclazole 是一种五酮类黑色素生物合成抑制剂,也是水稻稻瘟病防治的独特杀菌剂。

三环唑名称

[ CAS 号 ]:
41814-78-2

[ 中文名 ]:
三环唑

[ 英文名 ]:
Tricyclazole

[中文别名 ]:

[英文别名 ]:

Tricyclazol
5-methyl-1,2,4-triazolo[3,4-b]benzothiazole
BIM
MFCD00072466
El 291
BLAS-T
Tricyclazole
BEAM
5-methyl-s-triazolo<3,4-b>benzothiazole
5-methyl[1,2,4]triazolo[3,4-b][1,3]benzothiazole

三环唑生物活性

[ 描述 ]:

Tricyclazole 是一种五酮类黑色素生物合成抑制剂,也是水稻稻瘟病防治的独特杀菌剂。

[ 相关类别 ]:

研究领域 >> 感染

信号通路 >> 抗感染 >> 细菌

[ 靶点 ]

Pentaketide-derived melanin biosynthesis[1]

[参考文献]

[1]. Peterson L.G. Tricyclazole for Control of Pyricularia Oryzae on Rice: the Relationship of the Mode of Action and Disease Occurrence and Development. Pest Management in Rice. Springer, Dordrecht.

[2]. G.Lazarovits, et al. Tricyclazole induces melanin shunt products and inhibits altersolanol a accumulation by Alternaria solani. Pesticide Biochemistry and Physiology

三环唑物理化学性质

[ 密度 ]:
1.5±0.1 g/cm3

[ 熔点 ]:
187-188°C

[ 分子式 ]:
C₉H₇N₃S

[ 分子量 ]:
189.237

[ 精确质量 ]:
189.036072

[ PSA ]:
58.43000

[ LogP ]:
2.28

[ 折射率 ]:
1.806

[ 储存条件 ]:
库房通风低温干燥,与食品原料分开储运

三环唑MSDS

三环唑毒性和生态

CHEMICAL IDENTIFICATION

RTECS NUMBER :: XZ5475000

CHEMICAL NAME :: s-Triazolo(3,4-b)benzothiazole, 5-methyl-

CAS REGISTRY NUMBER :: 41814-78-2

LAST UPDATED :: 199710

DATA ITEMS CITED :: 15

MOLECULAR FORMULA :: C9-H7-N3-S

MOLECULAR WEIGHT :: 189.25

WISWESSER LINE NOTATION :: T B556 BN DNN GSJ L1

HEALTH HAZARD DATA

ACUTE TOXICITY DATA

TYPE OF TEST :: LD50 - Lethal dose, 50 percent kill

ROUTE OF EXPOSURE :: Oral

SPECIES OBSERVED :: Rodent - rat

DOSE/DURATION :: 250 mg/kg

TOXIC EFFECTS :: Details of toxic effects not reported other than lethal dose value

TYPE OF TEST :: LD50 - Lethal dose, 50 percent kill

ROUTE OF EXPOSURE :: Administration onto the skin

SPECIES OBSERVED :: Rodent - rat

DOSE/DURATION :: >5 gm/kg

TOXIC EFFECTS :: Details of toxic effects not reported other than lethal dose value

TYPE OF TEST :: LD50 - Lethal dose, 50 percent kill

ROUTE OF EXPOSURE :: Oral

SPECIES OBSERVED :: Rodent - mouse

DOSE/DURATION :: 245 mg/kg

TOXIC EFFECTS :: Details of toxic effects not reported other than lethal dose value

TYPE OF TEST :: LD50 - Lethal dose, 50 percent kill

ROUTE OF EXPOSURE :: Oral

SPECIES OBSERVED :: Mammal - dog

DOSE/DURATION :: >50 mg/kg

TOXIC EFFECTS :: Details of toxic effects not reported other than lethal dose value

TYPE OF TEST :: LDLo - Lowest published lethal dose

ROUTE OF EXPOSURE :: Oral

SPECIES OBSERVED :: Rodent - rabbit

DOSE/DURATION :: 320 mg/kg

TOXIC EFFECTS :: Details of toxic effects not reported other than lethal dose value

TYPE OF TEST :: LD50 - Lethal dose, 50 percent kill

ROUTE OF EXPOSURE :: Administration onto the skin

SPECIES OBSERVED :: Rodent - rabbit

DOSE/DURATION :: >2 gm/kg

TOXIC EFFECTS :: Details of toxic effects not reported other than lethal dose value

TYPE OF TEST :: LD50 - Lethal dose, 50 percent kill

ROUTE OF EXPOSURE :: Oral

SPECIES OBSERVED :: Bird - quail

DOSE/DURATION :: >100 mg/kg

TOXIC EFFECTS :: Details of toxic effects not reported other than lethal dose value

TYPE OF TEST :: LD50 - Lethal dose, 50 percent kill

ROUTE OF EXPOSURE :: Oral

SPECIES OBSERVED :: Bird - duck

DOSE/DURATION :: >100 mg/kg

TOXIC EFFECTS :: Details of toxic effects not reported other than lethal dose value

TYPE OF TEST :: TDLo - Lowest published toxic dose

ROUTE OF EXPOSURE :: Oral

SPECIES OBSERVED :: Rodent - rat

DOSE/DURATION :: 1540 mg/kg/13W-C

TOXIC EFFECTS :: Cardiac - changes in heart weight Liver - changes in liver weight Related to Chronic Data - changes in prostate weight

TYPE OF TEST :: TDLo - Lowest published toxic dose

ROUTE OF EXPOSURE :: Oral

SPECIES OBSERVED :: Rodent - mouse

DOSE/DURATION :: 10920 mg/kg/13W-C

TOXIC EFFECTS :: Liver - changes in liver weight Related to Chronic Data - death Related to Chronic Data - changes in ovarian weight

TYPE OF TEST :: TDLo - Lowest published toxic dose

ROUTE OF EXPOSURE :: Oral

SPECIES OBSERVED :: Rodent - mouse

DOSE/DURATION :: 14497 mg/kg/95W-C

TOXIC EFFECTS :: Liver - fatty liver degeneration Liver - changes in liver weight Blood - normocytic anemia

TYPE OF TEST :: TDLo - Lowest published toxic dose

ROUTE OF EXPOSURE :: Oral

SPECIES OBSERVED :: Mammal - dog

DOSE/DURATION :: 16425 mg/kg/1Y-C

TOXIC EFFECTS :: Liver - changes in liver weight Kidney, Ureter, Bladder - changes in bladder weight Biochemical - Enzyme inhibition, induction, or change in blood or tissue levels - hepatic microsomal mixed oxidase (dealkylation, hydroxylation, etc.)

MUTATION DATA

TYPE OF TEST :: Cytogenetic analysis

TEST SYSTEM :: Rodent - hamster Lung

DOSE/DURATION :: 12500 ug/L

REFERENCE :: NNGADV Nippon Noyaku Gakkaishi. Journal of the Pesticide Science Society of Japan. (Nippon Noyaku Gakkai, 1-43-11, Komagome, Toshima-ku, Tokyo 170, Japan) V.1- 1976- Volume(issue)/page/year: 14,407,1989

三环唑安全信息

[ 符号 ]:

GHS07

[ 信号词 ]:
Warning

[ 危害声明 ]:
H302

[ 个人防护装备 ]:
dust mask type N95 (US);Eyeshields;Faceshields;Gloves

[ 危害码 (欧洲) ]:
Xn:Harmful

[ 风险声明 (欧洲) ]:
R22

[ 危险品运输编码 ]:
2588

[ RTECS号 ]:
XZ5475000

[ 包装等级 ]:
II

[ 危险类别 ]:
6.1(a)

[ 海关编码 ]:
2934999032

三环唑合成路线

三环唑上下游产品

三环唑上游产品

三环唑下游产品

三环唑制备

1.以邻甲苯胺等为原料，经加成、关环、取代、扩环四步反应制得三环唑。
加成反应将邻甲苯胺在溶剂存在下加入硫酸，再加入硫氰化钠，升温反应。经回收溶剂、冷却、过滤、干燥等后处理，得邻甲基苯基硫脲，m.p.154 ～160℃，收率93%～95%。
关环反应在溶剂存在下，将邻甲基苯基硫脲与氯反应，注意控制反应温度。保温反应结束后，回收溶剂、加碱中和、冷却、过滤、甩干，得2-氨基-4-甲基苯并噻唑。m.p.134～136℃，收率90%～91%。
取代反应将适量的溶剂、盐酸和水混合后，加入2-氨基-4-甲基苯并噻唑，与肼的盐酸盐作用，升温反应至终点，冷却、过滤、干燥后得2-肼基-4-甲基苯并噻唑。m.p. 167～170℃,收率85%～87%。
扩环反应将2-肼基-4-甲基苯并噻唑在搅拌下加入到一定量溶剂和甲酸的反应釜中，加热升温至反应结束、减压回收溶剂和过量的甲酸，同时加水稀释冷却，过滤、水洗至中性，甩干、干燥得三环唑原药。m.p. 184～186℃，收率90%～93%。

2.将邻甲苯胺在溶剂存在下加入硫酸，再加入硫氰化钠，升温反应，经处理得邻甲基苯基硫脲。在溶剂存在下将邻甲基苯基硫脲与氯气反应，经加碱中和、冷却、过滤、甩干，得2-氨基-4-甲基苯并噻唑。将适量的溶剂、盐酸和水混合后，加入2-氨基-4-甲基苯并噻唑，与肼的盐酸盐作用，升温反应至终点，冷却、过滤、干燥后得2-肼基-4-甲基苯并噻唑。然后将2-肼基-4-甲基苯并噻唑在搅拌下加入到一定溶剂和甲酸中，加热升温至反应结束，减压回收溶剂和过量的甲酸，同时加水稀释冷却、过滤、水洗至中性，甩干、干燥得三环唑原药。

三环唑海关

[ 海关编码 ]: 2934200090

[ 中文概述 ]:
2934200090. 其他含一个苯并噻唑环系的化合物. 增值税率:17.0%. 退税率:13.0%. 监管条件:无. 最惠国关税:6.5%. 普通关税:20.0%

[ 申报要素 ]: 品名, 成分含量, 用途

[ Summary ]:
2934200090. other compounds containing in the structure a benzothiazole ring-system (whether or not hydrogenated), not further fused. VAT:17.0%. Tax rebate rate:13.0%. . MFN tariff:6.5%. General tariff:20.0%

三环唑文献

Melanin synthesis by Sclerotinia sclerotiorum.

Mycologia 101(3) , 296-304, (2009)

We confirmed that the melanin produced by Sclerotinia sclerotiorum is a dihydroxynaphthalene (DHN). The specific DHN melanogenesis inhibitor test that uses tricyclazole at low levels (typically 2-5 pp...

Physicochemical characterization and antioxidant activity of melanin from a novel strain of Aspergillus bridgeri ICTF-201.

Lett. Appl. Microbiol. 53(3) , 350-8, (2011)

The aim of the study is to isolate and characterize a melanin pigment from a new strain of Aspergillus bridgeri isolated from rhizosphere soil of Eucalyptus tree and to investigate its antioxidant act...

1,8-dihydroxynaphthalene (DHN)-melanin biosynthesis inhibitors increase erythritol production in Torula corallina, and DHN-melanin inhibits erythrose reductase.

Appl. Environ. Microbiol. 69(6) , 3427-34, (2003)

The yeast Torula corallina is a strong erythritol producer that is used in the industrial production of erythritol. However, melanin accumulation during culture represents a serious problem for the pu...

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三环唑