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噻苯隆

噻苯隆用途

Thidiazuron是一种生物化学试剂,可作为生物材料或有机化合物用于生命科学相关研究。

噻苯隆名称

[ CAS 号 ]:
51707-55-2

[ 中文名 ]:
噻苯隆

[ 英文名 ]:
Thidiazuron

[中文别名 ]:

[英文别名 ]:

1-Phenyl-3-(1,2,3-thiadiazol-5-yl)urea
1-phenyl-3-(thiadiazol-5-yl)urea
Thidiazuron
Urea, N-phenyl-N'-1,2,3-thiadiazol-5-yl-
N-phenyl-N’-1,2,3-thiadiazol-5-ylurea
MFCD00078723
EINECS 257-356-7
N'-Phenyl-N-1,2,3-thiadiazol-5-ylcarbamimidic acid

噻苯隆生物活性

[ 描述 ]:

Thidiazuron是一种生物化学试剂,可作为生物材料或有机化合物用于生命科学相关研究。

[ 相关类别 ]:

研究领域 >> 其他

[体外研究]

蒂迪亚祖隆是一种植物生长调节剂,用作 Murashige村和斯库格培养基等培养基的补充剂,用于微繁殖。蒂迪亚祖隆促进植物器官发生(芽再生)和植物再生。

噻苯隆物理化学性质

[ 密度 ]:
1.5±0.1 g/cm3

[ 沸点 ]:
410.5±55.0 °C at 760 mmHg

[ 熔点 ]:
213°C

[ 分子式 ]:
C₉H₈N₄OS

[ 分子量 ]:
220.25

[ 闪点 ]:
202.1±31.5 °C

[ 精确质量 ]:
220.041885

[ PSA ]:
95.15000

[ LogP ]:
1.81

[ 外观性状 ]:
固体;Light yellow to Brown powder to crystal

[ 蒸汽压 ]:
0.0±1.0 mmHg at 25°C

[ 折射率 ]:
1.722

[ 储存条件 ]:
库房通风低温干燥,与食品原料分开储运

[ 水溶解性 ]:
水溶性：不溶；水溶解度：20 mg/l 23 °C；可溶于：二甲基甲酰胺；极微溶：甲醇,丙酮

噻苯隆MSDS

详细MSDS(安全技术说明书)

噻苯隆毒性和生态

CHEMICAL IDENTIFICATION

RTECS NUMBER :: YU1395000

CHEMICAL NAME :: Urea, 1-phenyl-3-(1,2,3-thiadiazol-5-yl)-

CAS REGISTRY NUMBER :: 51707-55-2

LAST UPDATED :: 199612

DATA ITEMS CITED :: 12

MOLECULAR FORMULA :: C9-H8-N4-O-S

MOLECULAR WEIGHT :: 220.27

WISWESSER LINE NOTATION :: T5NNSJ DMVMR

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 :: 5350 mg/kg

TOXIC EFFECTS :: Behavioral - excitement

REFERENCE :: GISAAA Gigiena i Sanitariya. For English translation, see HYSAAV. (V/O Mezhdunarodnaya Kniga, 113095 Moscow, USSR) V.1- 1936- Volume(issue)/page/year: 49(1),72,1984

TYPE OF TEST :: LC50 - Lethal concentration, 50 percent kill

ROUTE OF EXPOSURE :: Inhalation

SPECIES OBSERVED :: Rodent - rat

DOSE/DURATION :: >2300 mg/m3/4H

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

REFERENCE :: PEMNDP Pesticide Manual. (The British Crop Protection Council, 20 Bridport Rd., Thornton Heath CR4 7QG, UK) V.1- 1968- Volume(issue)/page/year: 9,813,1991

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

ROUTE OF EXPOSURE :: Intraperitoneal

SPECIES OBSERVED :: Rodent - rat

DOSE/DURATION :: 4200 mg/kg

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

REFERENCE :: FMCHA2 Farm Chemicals Handbook. (Meister Pub., 37841 Euclid Ave., Willoughy, OH 44094) Volume(issue)/page/year: -,C118,1991

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

ROUTE OF EXPOSURE :: Oral

SPECIES OBSERVED :: Rodent - mouse

DOSE/DURATION :: 3740 mg/kg

TOXIC EFFECTS :: Behavioral - excitement

REFERENCE :: GISAAA Gigiena i Sanitariya. For English translation, see HYSAAV. (V/O Mezhdunarodnaya Kniga, 113095 Moscow, USSR) V.1- 1936- Volume(issue)/page/year: 49(1),72,1984

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

ROUTE OF EXPOSURE :: Oral

SPECIES OBSERVED :: Rodent - rabbit

DOSE/DURATION :: 7100 mg/kg

TOXIC EFFECTS :: Behavioral - excitement

REFERENCE :: GISAAA Gigiena i Sanitariya. For English translation, see HYSAAV. (V/O Mezhdunarodnaya Kniga, 113095 Moscow, USSR) V.1- 1936- Volume(issue)/page/year: 49(1),72,1984

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

ROUTE OF EXPOSURE :: Administration onto the skin

SPECIES OBSERVED :: Rodent - rabbit

DOSE/DURATION :: >1 gm/kg

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

REFERENCE :: PEMNDP Pesticide Manual. (The British Crop Protection Council, 20 Bridport Rd., Thornton Heath CR4 7QG, UK) V.1- 1968- Volume(issue)/page/year: 9,813,1991

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

ROUTE OF EXPOSURE :: Oral

SPECIES OBSERVED :: Rodent - guinea pig

DOSE/DURATION :: 2813 mg/kg

TOXIC EFFECTS :: Behavioral - excitement

REFERENCE :: GISAAA Gigiena i Sanitariya. For English translation, see HYSAAV. (V/O Mezhdunarodnaya Kniga, 113095 Moscow, USSR) V.1- 1936- Volume(issue)/page/year: 49(1),72,1984

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

ROUTE OF EXPOSURE :: Oral

SPECIES OBSERVED :: Bird - quail

DOSE/DURATION :: >16 gm/kg

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

REFERENCE :: PEMNDP Pesticide Manual. (The British Crop Protection Council, 20 Bridport Rd., Thornton Heath CR4 7QG, UK) V.1- 1968- Volume(issue)/page/year: 9,813,1991 ** OTHER MULTIPLE DOSE TOXICITY DATA **

TYPE OF TEST :: TDLo - Lowest published toxic dose

ROUTE OF EXPOSURE :: Oral

SPECIES OBSERVED :: Rodent - rat

DOSE/DURATION :: 31892 mg/kg/17W-I

TOXIC EFFECTS :: Endocrine - evidence of thyroid hypofunction Blood - methemoglobinemia-carboxyhemoglobin Blood - changes in erythrocyte (RBC) count

REFERENCE :: GISAAA Gigiena i Sanitariya. For English translation, see HYSAAV. (V/O Mezhdunarodnaya Kniga, 113095 Moscow, USSR) V.1- 1936- Volume(issue)/page/year: 49(1),72,1984

TYPE OF TEST :: TDLo - Lowest published toxic dose

ROUTE OF EXPOSURE :: Oral

SPECIES OBSERVED :: Rodent - rat

DOSE/DURATION :: 32207 mg/kg/43W-I

TOXIC EFFECTS :: Blood - changes in serum composition (e.g. TP, bilirubin, cholesterol) Nutritional and Gross Metabolic - weight loss or decreased weight gain Biochemical - Metabolism (Intermediary) - lipids including transport

REFERENCE :: GISAAA Gigiena i Sanitariya. For English translation, see HYSAAV. (V/O Mezhdunarodnaya Kniga, 113095 Moscow, USSR) V.1- 1936- Volume(issue)/page/year: 49(1),72,1984 ** REPRODUCTIVE DATA **

TYPE OF TEST :: TDLo - Lowest published toxic dose

ROUTE OF EXPOSURE :: Oral

DOSE :: 813 mg/kg

SEX/DURATION :: male 76 day(s) pre-mating

TOXIC EFFECTS :: Reproductive - Paternal Effects - spermatogenesis (incl. genetic material, sperm morphology, motility, and count)

REFERENCE :: GISAAA Gigiena i Sanitariya. For English translation, see HYSAAV. (V/O Mezhdunarodnaya Kniga, 113095 Moscow, USSR) V.1- 1936- Volume(issue)/page/year: 49(1),72,1984 *** U.S. STANDARDS AND REGULATIONS *** EPA FIFRA 1988 PESTICIDE SUBJECT TO REGISTRATION OR RE-REGISTRATION FEREAC Federal Register. (U.S. Government Printing Office, Supt. of Documents, Washington, DC 20402) V.1- 1936- Volume(issue)/page/year: 54,7740,1989

噻苯隆安全信息

[ 符号 ]:

GHS07, GHS09

[ 信号词 ]:
Warning

[ 危害声明 ]:
H315-H319-H335-H410

[ 警示性声明 ]:
P273-P305 + P351 + P338-P391-P501

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

[ 危害码 (欧洲) ]:
Xi: Irritant;

[ 风险声明 (欧洲) ]:
R36/37/38

[ 安全声明 (欧洲) ]:
S22-S26-S36

[ 危险品运输编码 ]:
UN 3077 9 / PGIII

[ WGK德国 ]:
3

[ RTECS号 ]:
YU1395000

噻苯隆制备

制备方法一
1，2，3-硫杂二氮茂-5-胺的制备
重氮甲烷法将1.01g CH3CONCS溶于10mL干燥的乙醚中，在搅拌和冷却下，滴加约0.5mol CH2N2乙醚溶液，搅拌1h后，得约0.39g 1,2, 3-硫杂二氮茂-5-乙酰胺。将2.21g上述产物和4g氧化镁、120mL丙酮、80mL水混合后，回流反应1h，得0.85g相应产物（中间体）。
氨解法将20g 5-氯代-1，2，3-硫杂二氮茂放入60～70mL的液氨中，搅拌3.5h，得中间体，收率93.2%。
噻苯隆的合成可采用脲类除草剂一般合成方法制备。
1,2,3-硫杂二氮茂-5-胺与异氰酸苯酯反应，即可制得噻苯隆。
制备方法二
以碳酸二乙酯为起始原料，经肼解、加成、环化、氨基化、氨解5步反应合成：等摩尔的碳酸二乙酯与水合肼在室温下搅拌1h，放置过夜，减压蒸出多余的水和乙醇，经后处理得肼基乙酸乙酯，收率91.25%；再将肼基乙酸乙酯加去离子水滴加到氯乙醛（经硅藻土加去离子水处理）溶液中，温度0～5℃，用去离子水重结晶，产品收率74.45%，制得2-氯乙基亚肼基甲酸乙酯；将上步产物加入二氯亚砜，室温下反应2h，滴加400mL饱和碳酸钠溶液，然后水蒸气蒸馏，水层用萃取剂萃取，产品收率46%，得5-氯-1，2，3-噻二唑；再加入溶剂，通氨4h，减压蒸出溶剂，残留物加去离子水溶解后萃取，收率71.3%，得5-氨基-1，2，3-噻二唑；上述产物在溶剂和三乙胺存在下，与异氰酸苯酯作用，得噻苯隆，产品可在丙醇中重结晶，收率31.21%。
该合成路线工艺条件尚可进一步优化，以提高总收率。文献报道还有下述合成路线：

制备方法三
采用1，2，3-硫杂二氮茂-5-甲酰氯与叠氮奂的甲苯中反应，生成物再与苯胺反应制得噻苯隆。

3.以碳酸二乙酯为起始原料，经肼解、加成、环化、氨基化、氨解反应制得噻苯隆。

噻苯隆文献

Mining biologically-active molecules for inhibitors of fatty acid amide hydrolase (FAAH): Identification of phenmedipham and amperozide as FAAH inhibitors

Bioorg. Med. Chem. Lett. 19 , 6793-6, (2009)

The screening of known medicinal agents against new biological targets has been shown to be a valuable approach for revealing new pharmacology of marketed compounds. Recently, carbamate, urea and keto...

Role of TDZ in the quick regeneration of multiple shoots from nodal explant of Vitex trifolia L.--an important medicinal plant.

Appl. Biochem. Biotechnol. 168(5) , 957-66, (2012)

The effect of thidiazuron (TDZ) has been investigated in shoot multiplication for a simple, efficient, rapid, and commercially applicable regeneration protocol of an important medicinal plant, Vitex t...

Changes of gentiopicroside synthesis during somatic embryogenesis in Gentiana macrophylla.

Planta Med. 75 , 1618-1624, (2009)

IN VITRO plant regeneration of Gentiana macrophylla Pall. and determination of gentiopicroside content during somatic embryogenesis are described in the present work. The highest percentage of embryog...

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噻苯隆