叶枯唑 | 79319-85-0

• 物质功能分类: 化学农药原药 - 杀菌剂 - 其他杀菌剂
• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 中文名称: 叶枯唑
• 中文别名: 噻枯唑；川化-108；川化-018；叶枯双；N,N′-亚甲基双(2-氨基-5-巯基-1,3,4-噻二唑)；N,N'-双(5-巯基-1,3,4-噻二唑)甲二胺
• 英文名称: bismerthiazol
• 英文别名: BMT；bismerthiazole；N,N'-methylene bis(2-amino-5-thio-1,3,4-thiadiazole)；5-[[(2-sulfanylidene-3H-1,3,4-thiadiazol-5-yl)amino]methylamino]-3H-1,3,4-thiadiazole-2-thione
• CAS: 79319-85-0
• 化学式: C₅H₆N₆S₄
• 分子量: 278.407
• InChiKey: RSNWORHVUOZYLT-UHFFFAOYSA-N

物化性质

• 沸点：
  415.4±55.0 °C(Predicted)
• 密度：
  2.12±0.1 g/cm3(Predicted)
• 稳定性/保质期：
  生产过程中使用二硫化碳等有毒或腐蚀性物品，同时环合反应还会产生硫化氢气体。因此，设备必须确保密闭，并且车间应保持良好的通风状态。硫化氢气体需要经过吸收处理后才能排放。

计算性质

• 辛醇/水分配系数(LogP)：
  1.3
• 重原子数：
  15
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.2
• 拓扑面积：
  188
• 氢给体数：
  4
• 氢受体数：
  6

安全信息

• RTECS号：
  XI4816000
• WGK Germany：
  2
• 危险性防范说明：
  P261,P305+P351+P338
• 危险性描述：
  H302,H315,H319,H335
• 储存条件：
  库房应保持通风、低温和干燥，并与食品原料分开储存和运输。

SDS

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SECTION 1: Identification of the substance/mixture and of the company/undertaking
Product identifiers
Product name : Bismerthiazol
REACH No. : A registration number is not available for this substance as the substance
or its uses are exempted from registration, the annual tonnage does not
require a registration or the registration is envisaged for a later
registration deadline.
CAS-No. : 79319-85-0
Relevant identified uses of the substance or mixture and uses advised against
Identified uses : Laboratory chemicals, Manufacture of substances

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SECTION 2: Hazards identification
Classification of the substance or mixture
Not a hazardous substance or mixture according to Regulation (EC) No 1272/2008
This substance is not classified as dangerous according to Directive 67/548/EEC.
Label elements
Other hazards - none

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SECTION 3: Composition/information on ingredients
Substances
: N,N′-Methylene-bis(2-amino-5-sulfhydryl-1,3,4-thiadiazole)
Synonyms
Formula : C5H6N6S4
Molecular Weight : 278,4 g/mol
CAS-No. : 79319-85-0
No components need to be disclosed according to the applicable regulations.

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SECTION 4: First aid measures
Description of first aid measures
General advice
Consult a physician. Show this safety data sheet to the doctor in attendance.
If inhaled
If breathed in, move person into fresh air. If not breathing, give artificial respiration. Consult a physician.
In case of skin contact
Wash off with soap and plenty of water. Consult a physician.
In case of eye contact
Flush eyes with water as a precaution.
If swallowed
Never give anything by mouth to an unconscious person. Rinse mouth with water. Consult a physician.
Most important symptoms and effects, both acute and delayed
The most important known symptoms and effects are described in the labelling (see section 2.2) and/or in
section 11
Indication of any immediate medical attention and special treatment needed
no data available

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SECTION 5: Firefighting measures
Extinguishing media
Suitable extinguishing media
Use water spray, alcohol-resistant foam, dry chemical or carbon dioxide.
Special hazards arising from the substance or mixture
Carbon oxides, nitrogen oxides (NOx), Sulphur oxides
Advice for firefighters
Wear self contained breathing apparatus for fire fighting if necessary.
Further information
no data available

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SECTION 6: Accidental release measures
Personal precautions, protective equipment and emergency procedures
Use personal protective equipment. Avoid dust formation. Avoid breathing vapours, mist or gas. Avoid
breathing dust.
For personal protection see section 8.
Environmental precautions
Do not let product enter drains.
Methods and materials for containment and cleaning up
Pick up and arrange disposal without creating dust. Sweep up and shovel. Keep in suitable, closed
containers for disposal.
Reference to other sections
For disposal see section 13.

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SECTION 7: Handling and storage
Precautions for safe handling
Avoid formation of dust and aerosols.
Provide appropriate exhaust ventilation at places where dust is formed.Normal measures for preventive fire
protection.
For precautions see section 2.2.
Conditions for safe storage, including any incompatibilities
Store in cool place. Keep container tightly closed in a dry and well-ventilated place.
Specific end use(s)
A part from the uses mentioned in section 1.2 no other specific uses are stipulated

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SECTION 8: Exposure controls/personal protection
Control parameters
Components with workplace control parameters
Exposure controls
Appropriate engineering controls
Handle in accordance with good industrial hygiene and safety practice. Wash hands before breaks and
at the end of workday.
Personal protective equipment
Eye/face protection
Use equipment for eye protection tested and approved under appropriate government standards
such as NIOSH (US) or EN 166(EU).
Skin protection
Handle with gloves. Gloves must be inspected prior to use. Use proper glove removal technique
(without touching glove's outer surface) to avoid skin contact with this product. Dispose of
contaminated gloves after use in accordance with applicable laws and good laboratory practices.
Wash and dry hands.
The selected protective gloves have to satisfy the specifications of EU Directive 89/686/EEC and
the standard EN 374 derived from it.
Full contact
Material: Nitrile rubber
Minimum layer thickness: 0,11 mm
Break through time: 480 min
Material tested:Dermatril® (KCL 740 / Z677272, Size M)
Splash contact
Material: Nitrile rubber
Minimum layer thickness: 0,11 mm
Break through time: 480 min
Material tested:Dermatril® (KCL 740 / Z677272, Size M)
data source: KCL GmbH, D-36124 Eichenzell, phone [phone], test method: EN374
If used in solution, or mixed with other substances, and under conditions which differ from EN 374,
contact the supplier of the CE approved gloves. This recommendation is advisory only and must
be evaluated by an industrial hygienist and safety officer familiar with the specific situation of
anticipated use by our customers. It should not be construed as offering an approval for any
specific use scenario.
Body Protection
Choose body protection in relation to its type, to the concentration and amount of dangerous
substances, and to the specific work-place., The type of protective equipment must be selected
according to the concentration and amount of the dangerous substance at the specific workplace.
Respiratory protection
Respiratory protection is not required. Where protection from nuisance levels of dusts are desired,
use type N95 (US) or type P1 (EN 143) dust masks. Use respirators and components tested and
approved under appropriate government standards such as NIOSH (US) or CEN (EU).
Control of environmental exposure
Do not let product enter drains.

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SECTION 9: Physical and chemical properties
Information on basic physical and chemical properties
a) Appearance Form: crystalline
Colour: yellow
b) Odour no data available
c) Odour Threshold no data available
d) pH no data available
e) Melting point/freezing Melting point/range: 194 - 198 °C
point
f) Initial boiling point and no data available
boiling range
g) Flash point no data available
h) Evapouration rate no data available
i) Flammability (solid, gas) no data available
j) Upper/lower no data available
flammability or
explosive limits
k) Vapour pressure no data available
l) Vapour density no data available
m) Relative density no data available
n) Water solubility insoluble
o) Partition coefficient: n- no data available
octanol/water
p) Auto-ignition no data available
temperature
q) Decomposition no data available
temperature
r) Viscosity no data available
s) Explosive properties no data available
t) Oxidizing properties no data available
Other safety information
no data available

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SECTION 10: Stability and reactivity
Reactivity
no data available
Chemical stability
Stable under recommended storage conditions.
Possibility of hazardous reactions
no data available
Conditions to avoid
no data available
Incompatible materials
Strong oxidizing agents
Hazardous decomposition products
Other decomposition products - no data available
In the event of fire: see section 5

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SECTION 11: Toxicological information
Information on toxicological effects
Acute toxicity
LD50 Oral - rat - 4.640 mg/kg
Skin corrosion/irritation
no data available
Serious eye damage/eye irritation
no data available
Respiratory or skin sensitisation
no data available
Germ cell mutagenicity
Human
Other cell types
Unscheduled DNA synthesis
Carcinogenicity
IARC: No component of this product present at levels greater than or equal to 0.1% is identified as
probable, possible or confirmed human carcinogen by IARC.
Reproductive toxicity
no data available
Specific target organ toxicity - single exposure
no data available
Specific target organ toxicity - repeated exposure
no data available
Aspiration hazard
no data available
Additional Information
RTECS: XI4816000

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SECTION 12: Ecological information
Toxicity
no data available
Persistence and degradability
no data available
Bioaccumulative potential
no data available
Mobility in soil
no data available
Results of PBT and vPvB assessment
PBT/vPvB assessment not available as chemical safety assessment not required/not conducted
Other adverse effects
no data available

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SECTION 13: Disposal considerations
Waste treatment methods
Product
Offer surplus and non-recyclable solutions to a licensed disposal company. Contact a licensed
professional waste disposal service to dispose of this material. Dissolve or mix the material with a
combustible solvent and burn in a chemical incinerator equipped with an afterburner and scrubber.
Contaminated packaging
Dispose of as unused product.

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SECTION 14: Transport information
UN number
ADR/RID: - IMDG: - IATA: -
UN proper shipping name
ADR/RID: Not dangerous goods
IMDG: Not dangerous goods
IATA: Not dangerous goods
Transport hazard class(es)
ADR/RID: - IMDG: - IATA: -
Packaging group
ADR/RID: - IMDG: - IATA: -
Environmental hazards
ADR/RID: no IMDG Marine pollutant: no IATA: no
Special precautions for user
no data available

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SECTION 15 - REGULATORY INFORMATION
N/A

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SECTION 16 - ADDITIONAL INFORMATION
N/A

制备方法与用途

噻枯唑概述

噻枯唑为中国四川化工研究所于1985年申报的中国专利，名称为川化018。纯品呈方柱状白色结晶，熔点189～191℃，难溶于水，但可溶解于二甲基甲酰胺、二甲基亚砜、吡啶、甲醇和乙醇等有机溶剂中。噻枯唑对温血动物低毒，大鼠急性口服LD50为3160～8250毫克/千克，小鼠为3180～6200毫克/千克。以含药饲料喂饲大鼠一年的无作用剂量为0.25毫克/千克；蓄积毒性、亚慢性毒性、慢性毒性、致畸、致突变及致癌等试验均表明其在安全范围内。对鲤鱼的半数致死浓度（96小时）为500毫克/升，未发现有过敏或皮炎现象。噻枯唑内吸性强，兼具保护和治疗作用，持效期长，对作物无药害。

应用

噻枯唑是一种高效的内吸性杀菌剂，主要用于防治植物细菌性病害，特别是水稻白叶枯病、水稻细菌性条斑病及柑橘溃疡病。它具有内吸性强、持效期长且药效稳定的特点，对作物无药害。

用途

噻枯唑主要用来防治植物细菌性病害。防治水稻白叶枯病和细菌性条斑病的有效成分使用剂量为375～562.5克/公顷，在早、中、晚稻的秧田和本田均可使用。具体施药时间如下：秧田在4～5叶期施药1～2次，间隔7～10天；水稻本田分别在发病初期和齐穗期使用。

防治柑桔溃疡病则需在苗木和幼树新梢萌芽后20～30天（即梢长1.5～3厘米且叶片刚转绿时）施药，成树则在花后10、20及50天各喷一次。每次用药量为有效成分375～562.5克/公顷。噻枯唑的加工制剂有20%与25%可湿性粉剂。

化学性质

纯品呈白色长方形柱状或浅黄色疏松细粉，熔点189～191℃（原描述为186～189℃，此处调整以符合实际数据），能溶解于二甲基甲酰胺、二甲基亚砜、吡啶、甲醇和乙醇等有机溶剂。可燃性危险特性表现为燃烧时产生有毒氮氧化物和硫氧化物气体。

可燃性与储运

噻枯唑具有可燃性，燃烧时会产生有毒的氮氧化物和硫氧化物气体。因此，在储存和运输过程中应库房通风、低温干燥，并与食品原料分开存放。灭火剂建议使用干粉、泡沫或砂土。

制备工艺

1. 叶枯唑合成（硫脲路线）

   • 2-氨基-5-巯基-1，3，4-噻二唑的制备：通过水合肼与稀硫酸反应生成氨基硫脲。
   • 叶枯唑原粉的合成：使用2-氨基-5-巯基-1，3，4-噻二唑与甲醛溶液反应并调节pH值后，离心分离、水洗干燥得叶枯唑原粉。

2. 叶枯唑合成（氨基硫脲路线）

   • 通过水合肼在特定条件下制备氨基硫脲。
   • 使用此中间体进一步合成2-氨基-5-巯基-1，3，4-噻二唑，再用于合成叶枯唑原粉。

总结：噻枯唑是一种低毒高效的内吸性杀菌剂，主要用于防治多种植物细菌性病害，并具有稳定的药效。其生产过程包括硫脲路线和氨基硫脲路线两种主要方法。在储存与运输时需要注意避免高温及与其他物品混存以确保安全。

反应信息

• 作为反应物：
  描述：

  叶枯唑 生成 2-氨基-5-巯基-1,3,4-噻二唑
  参考文献：
  名称：

  FAN, DE-FANG;CHEN, XI-LING, FRESENIUS J. ANAL. CHEM., 339,(1991) N, C. 434-435

  摘要：

  DOI：
• 作为产物：
  描述：

  聚合甲醛 、 2-氨基-5-巯基-1,3,4-噻二唑 在 sodium hydroxide 作用下， 以 甲醇 、 水 为溶剂， 反应 1.0h， 以7.27 g的产率得到叶枯唑
  参考文献：
  名称：

  广谱杀菌低毒低残留叶青双新化合物及其组合物

  摘要：

  本发明的质量及药学性能更好的广谱杀菌低毒低残留叶青双新化合物，利于提升原药质量和控制制剂质量、降低农药的毒性、提高农药施用安全性、更绿色环保、且具有更低的吸湿性、更好的存储稳定性等的新化合物，有利于在制备含有该化合物的组合物及防治农作物上各种细菌性和真菌性病害和或促进作物健康或生长发育的农药或用于保护工业材料不受病菌侵害等领域的药剂中的应用。

  公开号：

  CN111333594A

文献信息

• 高效广谱低毒环保农用新化合物及其组合物
  申请人：刘力

  公开号：CN110881476A

  公开（公告）日：2020-03-17

  本发明提供叶青双铜α、β、ω型晶体化合物以及其农用组合物，制备能耗更低，更易于制备，更绿色环保，且具有更低的吸湿性、更好的存储稳定性或更好防治效果等，适用于制备含有该化合物的组合物及防治农作物上各种细菌性和真菌性病害和或促进作物健康或生长发育的农药或用于保护工业材料不受病菌侵害等领域的药剂中的应用。
• 广谱杀菌无公害促生长新化合物及其组合物
  申请人：刘力

  公开号：CN110938045A

  公开（公告）日：2020-03-31

  本发明的叶青双锌ν型化合物，易于制备，能耗更低，具有更低的吸湿性、更好的存储稳定性和安全性或有效性等，具有广谱杀菌和无公害特点，该化合物或其组合物适用于制备防治农作物上各种细菌性和真菌性病害和或促进作物健康或生长发育的农药或用于保护工业材料不受病菌侵害的领域的药物中的应用。
• 广谱杀菌低毒低残留促生长噻森锰锌化合物及其组合物
  申请人：刘力

  公开号：CN111423472A

  公开（公告）日：2020-07-17

  本发明的广谱杀菌低毒低残留促生长的噻森锰锌化合物或复合物，相比单一制剂，对农作物施用时既杀菌又同时补充锰锌；相对比复配，制剂含量准确，减少繁琐制剂过程，方便施用，且易于制备，能耗更低，更绿色环保，还有更好的存储稳定性或防治效果等；适用于制备含有该化合物的组合物及防治农作物上各种细菌性和真菌性病害和或促进作物健康或生长发育的农药，或用于保护工业材料不受病菌侵害等领域的药剂中的应用。
• Synthesis and Antibacterial Activity of Bisthioether Derivatives Containing a 1,3,4-Thiadiazoles Moiety
  作者：Xuehai Chen、Juan Yin、Pei Li、Ming He、Linhong Jin、Jian Wu、Song Yang、Deyu Hu

  DOI：10.1080/10426507.2013.798789

  日期：2014.1

  A series of bisthioether derivatives containing 1,3,4-thiadiazole moieties were designed and synthesized. All of the synthesized compounds were confirmed by H-1-NMR, C-13-NMR, IR, and elemental analysis. The antibacterial activities of bisthioether derivatives against Ralstonia solanacearum were evaluated in vivo; the results indicated that the synthesized compounds showed good antibacterial activity against R. solanacearum at 200mg/L. In particular, the activity of compound 3m was up to 73% at 100mg/L. Supplemental materials are available for this article. Go to the publisher's online edition of Phosphorus, Sulfur, and Silicon and the Related Elements to view the free supplemental file.
• 广谱杀菌低毒低残留叶青双新化合物及其组合物
  申请人：刘力

  公开号：CN111333594A

  公开（公告）日：2020-06-26

  本发明的质量及药学性能更好的广谱杀菌低毒低残留叶青双新化合物，利于提升原药质量和控制制剂质量、降低农药的毒性、提高农药施用安全性、更绿色环保、且具有更低的吸湿性、更好的存储稳定性等的新化合物，有利于在制备含有该化合物的组合物及防治农作物上各种细菌性和真菌性病害和或促进作物健康或生长发育的农药或用于保护工业材料不受病菌侵害等领域的药剂中的应用。