拌种灵 | 21452-14-2

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 中文名称: 拌种灵
• 中文别名: 2-氨基-4-甲基-噻唑-5-甲酰苯胺；2-氨基-4-甲基-5-甲酰苯胺噻唑；2-氨基-4-甲基-5-苯甲酰胺噻唑
• 英文名称: 2-amino-4-methyl-N-phenyl-5-thiazolcarboxamide
• 英文别名: 2-amino-4-methylthiazole-5-carboxylic acid anilide；2-amino-4-methyl-N-phenylthiazole-5-carboxamide；amicarthiazol；2-amino-4-methyl-thiazole-5-carboxylic acid anilide；2-amino-4-methyl-N-phenyl-thiazole-5-carboxamide；2-amino-4-methyl-N-phenyl-5-thiazole carboxamide；2-amino-4-methyl-N-phenyl-1,3-thiazole-5-carboxamide
• CAS: 21452-14-2
• 化学式: C₁₁H₁₁N₃OS
• mdl: MFCD00600635
• 分子量: 233.294
• InChiKey: CACOMUHPQMDEJQ-UHFFFAOYSA-N

物化性质

• 熔点：
  270-285 °C (decomp)(Solv: ethanol (64-17-5))
• 沸点：
  354.5±30.0 °C(Predicted)
• 密度：
  1.375±0.06 g/cm3(Predicted)
• 稳定性/保质期：

  在碱性介质中容易分解。

计算性质

• 辛醇/水分配系数(LogP)：
  2.2
• 重原子数：
  16
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.09
• 拓扑面积：
  96.2
• 氢给体数：
  2
• 氢受体数：
  4

安全信息

• 海关编码：
  2934100017

SDS

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SECTION 1: Identification of the substance/mixture and of the company/undertaking
Product identifiers
Product name : Amicarthiazol
: Fluka
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. : 21452-14-2

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SECTION 2: Hazards identification
Classification of the substance or mixture
Classification according to Regulation (EC) No 1272/2008
Acute toxicity, Oral (Category 4), H302
Skin irritation (Category 2), H315
Eye irritation (Category 2), H319
Specific target organ toxicity - single exposure (Category 3), H335
For the full text of the H-Statements mentioned in this Section, see Section 16.
Classification according to EU Directives 67/548/EEC or 1999/45/EC
Xn Harmful R22, R36/37/38
For the full text of the R-phrases mentioned in this Section, see Section 16.
Label elements
Labelling according Regulation (EC) No 1272/2008
Pictogram
Signal word Warning
Hazard statement(s)
Harmful if swallowed.
Causes skin irritation.
Causes serious eye irritation.
May cause respiratory irritation.
Precautionary statement(s)
Avoid breathing dust.
P305 + P351 + P338 IF IN EYES: Rinse cautiously with water for several minutes. Remove
contact lenses, if present and easy to do. Continue rinsing.
Supplemental Hazard none
Statements
Other hazards - none

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SECTION 3: Composition/information on ingredients
Substances
Formula : C11H11N3OS
Molecular Weight : 233,29 g/mol
CAS-No. : 21452-14-2
Hazardous ingredients according to Regulation (EC) No 1272/2008
Component Classification Concentration
2-Amino-4-methyl-1,3-thiazole-5-carboxanilide // 2-Amino-4-methyl-N-phenyl-5-
thiazolecarboxamide
CAS-No. 21452-14-2 Acute Tox. 4; Skin Irrit. 2; Eye <= 100 %
Irrit. 2; STOT SE 3; H302,
H315, H319, H335
For the full text of the H-Statements and R-Phrases mentioned in this Section, see Section 16

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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
Rinse thoroughly with plenty of water for at least 15 minutes and consult a physician.
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. Ensure
adequate ventilation. Evacuate personnel to safe areas. 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 contact with skin and eyes. Avoid formation of dust and aerosols.
Provide appropriate exhaust ventilation at places where dust is formed.
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)
Apart 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
Safety glasses with side-shields conforming to EN166 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.
Body Protection
Complete suit protecting against chemicals, The type of protective equipment must be selected
according to the concentration and amount of the dangerous substance at the specific workplace.
Respiratory protection
For nuisance exposures use type P95 (US) or type P1 (EU EN 143) particle respirator.For higher
level protection use type OV/AG/P99 (US) or type ABEK-P2 (EU EN 143) respirator cartridges.
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: powder
Colour: light yellow
b) Odour odourless
c) Odour Threshold no data available
d) pH no data available
e) Melting point/freezing no data available
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 no data available
o) Partition coefficient: n- log Pow: 1,88
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 Oral - rat - 1.410 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
no data available
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: XJ2700000
To the best of our knowledge, the chemical, physical, and toxicological properties have not been
thoroughly investigated.

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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. 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
This safety datasheet complies with the requirements of Regulation (EC) No. 1907/2006.
Safety, health and environmental regulations/legislation specific for the substance or mixture
no data available
Chemical Safety Assessment
Further information
only.
The above information is believed to be correct but does not purport to be all inclusive and shall be
used only as a guide. The information in this document is based on the present state of our knowledge
and is applicable to the product with regard to appropriate safety precautions. It does not represent any

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SECTION 16 - ADDITIONAL INFORMATION
N/A

制备方法与用途

化学性质

白色结晶粉末。熔点为222-224℃，在275-285℃下分解。易溶于DMF，难溶于水及一般有机溶剂。在碱性介质中容易分解。

用途

拌种灵是一种内吸性杀菌剂，兼有植物激素的作用。以0.25%浓度浸种防治红麻炭疽病，连续两年的防治效果高达100%，拌种效果也在98%以上；用于防治禾谷类黑穗病、棉花角斑病的效果相当于赛力散和两力生。对水稻白叶枯病及花生锈病也有较好的防治作用。该品主要使用途径为拌种或浸种，一般使用量为种子重量的0.3-0.5%。

生产方法

工艺过程如下：

1. α-氯代乙酰乙酰苯胺的合成（氯化）：将乙酰乙酰苯胺和甲苯加入反应器中，在搅拌下于20℃左右滴加氯化硫酰，控制反应温度在25-30℃之间，半小时内完成滴加，继续保温反应2.5小时后形成α-氯代乙酰乙酰苯胺的甲苯悬浮液。
2. 拌种灵合成（缩合）：将第一步得到的甲苯悬浮液与硫脲和水混合，并升温至回流状态，半小时内完成反应。反应完成后静置分层，上层为可继续循环使用的甲苯层，下层为拌种灵盐酸盐水溶液。分离出水相后加水稀释，搅拌下加入氨水中和至pH8，过滤沉淀并用水洗至近中性，最后烘干得到白色粉末状产品，含量约为96%。对乙酰乙酰苯胺的收率约为8%。
   • 原料消耗定额：乙酰乙酰苯胺（>98）880kg/t、氯化硫酰（100%）700kg/t、硫脲（>95%）410kg/t、氨水（25%）520kg/t。

类别

农药

毒性分级

中毒

急性毒性

口服-大鼠LD50: 1410毫克/公斤

可燃性危险特性

可燃；燃烧时产生有毒氮氧化物和硫氧化物烟雾

储运特性

库房应通风、低温干燥

灭火剂

干粉、泡沫、砂土、二氧化碳，或使用雾状水

反应信息

• 作为反应物：
  描述：

  拌种灵 在 potassium carbonate 作用下， 以 N,N-二甲基甲酰胺 、 甲苯 为溶剂， 反应 3.0h， 生成 4-methyl-N-phenyl-2-{2-[4-(4-phenylphthalazin-1-yl)piperazin-1-yl]acetamido}thiazole-5-carboxamide
  参考文献：
  名称：

  1-Piperazinylphthalazines as potential VEGFR-2 inhibitors and anticancer agents: Synthesis and in vitro biological evaluation

  摘要：

  In our endeavor towards the development of effective VEGFR-2 inhibitors, three novel series of phthalazine derivatives based on 1-piperazinyl-4-arylphthalazine scaffold were synthesized. All the newly prepared phthalazines 16a-k, 18a-e and 21a-g were evaluated in vitro for their inhibitory activity against VEGFR-2. In particular, compounds 16k and 21d potently inhibited VEGFR-2 at sub-micromolar IC50 values 0.35 +/- 0.03 and 0.40 +/- 0.04 mu M, respectively. Moreover, seventeen selected compounds 16c-e, 16g, 16h, 16j, 16k, 18c-e and 21a-g were evaluated for their in vitro anticancer activity according to US-NCI protocol, where compounds 16k and 21d proved to be the most potent anticancer agents. While, compound 16k exhibited potent broad spectrum anticancer activity with full panel GI(50) (MG-MID) value of 3.62 mu M, compound 21d showed high selectivity toward leukemia and prostate cancer subpanels [subpanel GI(50) (MG-MID) 3.51 and 5.15 mu M, respectively]. Molecular docking of compounds16k and 21d into VEGFR-2 active site was performed to explore their potential binding mode. (C) 2015 Elsevier Masson SAS. All rights reserved.

  DOI：

  10.1016/j.ejmech.2015.10.053
• 作为产物：
  描述：

  苯胺 在 N-溴代丁二酰亚胺(NBS) 作用下， 以 甲醇 、 甲苯 为溶剂， 反应 24.5h， 生成 拌种灵
  参考文献：
  名称：

  新型噻唑类分子的合成、II型糖尿病抑制活性及对接研究

  摘要：

  以各种2-氨基为原料，合成了一系列新型( E )-2-氰基-3-((4-甲基-5-(芳基氨基甲酰基)噻唑-2-基)氨基)-3-(甲硫基)丙烯酸乙酯-N-芳基-4-甲基噻唑-5-甲酰胺。 3-氧代-N-芳基丁酰胺2a-i与N-溴代琥珀酰亚胺反应并在回流条件下与硫脲环化，得到2-氨基-N-芳基-4-甲基噻唑-5-甲酰胺3a-i的衍生物。噻唑3a-i与2-氰基-3,3-双(甲硫基)丙烯酸乙酯在DMF中以K 2 CO 3为碱在室温下进一步反应得到新的噻唑分子4a-i，收率优异。该反应过程的显着特点是新颖、温和、时间短。分子的光谱表征通过1 H NMR、13 C NMR、FTIR 和 MS 得到证实。在体外评估合成分子的 α-淀粉酶抑制活性，并以阿卡波糖（IC 50 = 23.62 μg/mL）作为对照，显示出中等至优异的抑制作用，IC 50值在 12.55 μg/mL 至 69.47 μg/mL

  DOI：

  10.1007/s12039-023-02225-7

文献信息

• [EN] ACC INHIBITORS AND USES THEREOF<br/>[FR] INHIBITEURS DE L'ACC ET UTILISATIONS ASSOCIÉES
  申请人：GILEAD APOLLO LLC

  公开号：WO2017075056A1

  公开（公告）日：2017-05-04

  The present invention provides compounds I and II useful as inhibitors of Acetyl CoA Carboxylase (ACC), compositions thereof, and methods of using the same.

  本发明提供了化合物I和II，这些化合物可用作乙酰辅酶A羧化酶（ACC）的抑制剂，以及它们的组合物和使用方法。
• [EN] BICYCLYL-SUBSTITUTED ISOTHIAZOLINE COMPOUNDS<br/>[FR] COMPOSÉS ISOTHIAZOLINE SUBSTITUÉS PAR UN BICYCLYLE
  申请人：BASF SE

  公开号：WO2014206910A1

  公开（公告）日：2014-12-31

  The present invention relates to bicyclyl-substituted isothiazoline compounds of formula (I) wherein the variables are as defined in the claims and description. The compounds are useful for combating or controlling invertebrate pests, in particular arthropod pests and nematodes. The invention also relates to a method for controlling invertebrate pests by using these compounds and to plant propagation material and to an agricultural and a veterinary composition comprising said compounds.

  本发明涉及公式（I）中变量如索权和说明中所定义的自行车基取代异噻唑啉化合物。这些化合物对抗或控制无脊椎动物害虫，特别是节肢动物害虫和线虫方面具有用途。该发明还涉及一种通过使用这些化合物来控制无脊椎动物害虫的方法，以及包含所述化合物的植物繁殖材料、农业和兽医组合物。
• TRIAZOLE ACC INHIBITORS AND USES THEREOF
  申请人：Gilead Apollo, LLC

  公开号：US20170166584A1

  公开（公告）日：2017-06-15

  The present invention provides triazole compounds useful as inhibitors of Acetyl CoA Carboxylase (ACC), compositions thereof, and methods of using the same.

  本发明提供了三唑化合物，可用作乙酰辅酶A羧化酶（ACC）的抑制剂，以及其组合物和使用方法。
• [EN] PLANT GROWTH REGULATION<br/>[FR] REGULATION DE LA CROISSANCE VEGETALE
  申请人：BAYER CROPSCIENCE GMBH

  公开号：WO2005107465A1

  公开（公告）日：2005-11-17

  The present invention relates to the use of a compound for plant growth regulation, preferably by application of the compound to plants, to the seeds from which they grow or to the locus in which they grow, in an effective plant growth regulating, preferably non-phytotoxic amount, which compound is a 3,4-disubstituted maleimide derivative of formula (I) or an agriculturally acceptable salt thereof, wherein: X is aryl or heteroaryl which groups are unsubstituted or substituted; Y is NH or a covalent bond; and Z is aryl or heteroaryl which groups are unsubstituted or substituted and a method for treatment of plants with such compounds in order to induce growth regulating responses.

  本发明涉及一种化合物用于植物生长调节，优选通过将该化合物施用于植物、它们生长的种子或它们生长的位置，以有效的植物生长调节，优选为非植物毒性量，该化合物是式(I)的3,4-二取代马来酰亚胺衍生物或其农业可接受的盐，其中：X是未取代或取代的芳基或杂环芳基；Y是NH或共价键；Z是未取代或取代的芳基或杂环芳基，以及使用这些化合物处理植物的方法，以诱导生长调节反应。
• [EN] INSECTICIDAL METHODS USING NITROGEN-CONTAINING HETEROAROMATIC COMPOUNDS<br/>[FR] PROCÉDÉS INSECTICIDES UTILISANT DES COMPOSÉS HÉTÉROAROMATIQUES CONTENANT DE L'AZOTE
  申请人：BASF SE

  公开号：WO2011064188A1

  公开（公告）日：2011-06-03

  Insectical methods using nitrogen containing heteroaromatic compounds The present invention relates to new insecticidal methods of using nitrogen-containing heteroaromatic compounds of the formula (I), wherein A, E, G, M, W, Y, X, R1 and R2 are defined as in the description, and to their enantiomers, diastereomers and agriculturally and veterinary acceptable salts. The present invention relates to methods of administering and applying such Pyridine compounds of formula I for insecticidal use and purposes in agriculture and in the veterinary field. The invention relates also to new derivatives of Pyridine compounds of formula I.

  使用含氮杂芳化合物的杀虫方法。本发明涉及使用式(I)的含氮杂芳化合物的新杀虫方法，其中A、E、G、M、W、Y、X、R1和R2如描述中所定义，并且其对映异构体、顺反异构体和农业和兽医可接受的盐。本发明涉及用于农业和兽医领域的杀虫用途和目的的给药和应用式I的吡啶化合物的方法。该发明还涉及式I的吡啶化合物的新衍生物。