64902-72-3

• 常用中文名：氯磺隆
• 常用英文名：Chlorsulfuron
• CAS号：64902-72-3
• 分子式：C₁₂H₁₂ClN₅O₄S
• 分子量：357.773
• 相关类别： 化学农药原药 除草剂 取代脲类除草剂
• 发布时间：2018-03-06 08:00:00
• 更新时间：2024-01-03 19:38:31
• Chlorsulfuron 可阻断植物体内氨基酸缬氨酸和异亮氨酸的生物合成。Chlorsulfuron 可完全缓解除草剂诱导的生长抑制。Chlorsulfuron 的作用位点是乙酰酸合酶。

名称

• 中文名: 氯磺隆
• 英文名: chlorsulfuron
• 中文别名: 绿黄隆; 绿磺隆; 绿黄隆,1-(2-氯苯基磺酰)3-(4-甲氧基-6-甲基-1,3,5-三嗪-2-基)脲; 嗪磺隆; 1-(2-氯苯基磺酰)-3-(4- 甲氧基-6-甲基-1,3,5-三嗪-2-基)脲
• 英文别名: 2-Chloro-N-[(4-methoxy-6-methyl-1,3,5-triazin-2-yl)carbamoyl]benzenesulfonamide; Chlorsulfuron; GLEAN; Benzenesulfonamide, 2-chloro-N-[[(4-methoxy-6-methyl-1,3,5-triazin-2-yl)amino]carbonyl]-; 2-Chloro-N-[[(4-methoxy-6-methyl-1,3,5-triazin-2-yl)amino]carbonyl]benzenesulfonamide; Clean; T6N CN ENJ BO1 DMVMSWR BG& F1; TELAR; onamide; finesse; PRESS; MFCD00128059; EINECS 265-268-5; 1-(2-chlorophenylsulfonyl)-3-(4-methoxy-6-methyl-1,3,5-triazin-2-yl)urea; gleanc; ALMURON; 2-chloro-N-[(4-methoxy-6-methyl-1,3,5-triazin-2-yl)carbamoyl]benzene-1-sulfonamide; W-4189; LASHER; chlorsulfuron [ANSI]

物化性质

• 密度: 1.5±0.1 g/cm3
• 沸点: 563ºC
• 熔点: 174-178°C
• 分子式: C₁₂H₁₂ClN₅O₄S
• 分子量: 357.773
• 精确质量: 357.029846
• PSA: 131.55000
• LogP: 2.14
• 外观性状: 无色晶体
• 折射率: 1.617
• 储存条件:

  存放在密封容器内，并放在阴凉，干燥处。

• 稳定性:

  远离氧化物。对眼睛有轻微刺激，对皮肤无刺激。动物试验未见致畸、致癌、致突变作用。

• 分子结构:

  1、 摩尔折射率：81.54

  2、 摩尔体积（cm³/mol）：232.8

  3、 等张比容（90.2K）：679.5

  4、 表面张力（dyne/cm）：72.4

  5、 极化率（10^-24cm³）：32.32

• 计算化学:

  1.疏水参数计算参考值（XlogP）:2.3

  2.氢键供体数量:2

  3.氢键受体数量:7

  4.可旋转化学键数量:4

  5.互变异构体数量:9

  6.拓扑分子极性表面积132

  7.重原子数量:23

  8.表面电荷:0

  9.复杂度:514

  10.同位素原子数量:0

  11.确定原子立构中心数量:0

  12.不确定原子立构中心数量:0

  13.确定化学键立构中心数量:0

  14.不确定化学键立构中心数量:0

  15.共价键单元数量:1

• 更多:

  1. 性状：无色结晶。

  2. 密度（g/mL,25/4℃）：未确定

  3. 相对蒸汽密度（g/mL,空气=1）：未确定

  4. 熔点（ºC）：186-188

  5. 沸点（ºC,常压）：563

  6. 沸点（ºC,5.2kPa）：未确定

  7. 折射率：未确定

  8. 闪点（ºC）：未确定

  9. 比旋光度（º）：未确定

  10. 自燃点或引燃温度（ºC）：未确定

  11. 蒸气压（kPa,25ºC）：6.133×10^-4

  12. 饱和蒸气压（kPa,60ºC）：未确定

  13. 燃烧热（KJ/mol）：未确定

  14. 临界温度（ºC）：未确定

  15. 临界压力（KPa）：未确定

  16. 油水（辛醇/水）分配系数的对数值：2.63

  17. 爆炸上限（%,V/V）：未确定

  18. 爆炸下限（%,V/V）：未确定

  19. 溶解性：未确定。

生物活性

• 描述: Chlorsulfuron 可阻断植物体内氨基酸缬氨酸和异亮氨酸的生物合成。Chlorsulfuron 可完全缓解除草剂诱导的生长抑制。Chlorsulfuron 的作用位点是乙酰酸合酶。
• 相关类别:
  信号通路 >> 其他 >> 其他
  研究领域 >> 代谢疾病
• 参考文献:

  [1]. THOMAS B. RAY, et al. Site of Action of Chlorsulfuron INHIBITION OF VALINE AND ISOLEUCINE BIOSYNTHESIS IN PLANTS. Plant Physiol. (1984) 75, 827-831.

MSDS

Section1. IDENTIFICATION OF THE SUBSTANCE/MIXTURE Product identifiers Product name: Chlorosulfuron CAS-No.: 64902-72-3 Relevant identified uses of the substance or mixture and uses advised against Identified uses: Laboratory chemicals, Manufacture of substances Section2. HAZARDS IDENTIFICATION Classification of the substance or mixture Classification according to Regulation (EC) No 1272/2008 [EU-GHS/CLP] Acute aquatic toxicity (Category 1) Chronic aquatic toxicity (Category 1) Classification according to EU Directives 67/548/EEC or 1999/45/EC Very toxic to aquatic organisms, may cause long-term adverse effects in the aquatic environment. Label elements Labelling according Regulation (EC) No 1272/2008 [CLP] Pictogram Signal wordWarning Hazard statement(s) H410Very toxic to aquatic life with long lasting effects. Precautionary statement(s) P273Avoid release to the environment. P501Dispose of contents/ container to an approved waste disposal plant. Supplemental Hazardnone Statements According to European Directive 67/548/EEC as amended. Hazard symbol(s) R-phrase(s) R50/53Very toxic to aquatic organisms, may cause long-term adverse effects in the aquatic environment. S-phrase(s) S60This material and its container must be disposed of as hazardous waste. S61Avoid release to the environment. Refer to special instructions/ Safety data sheets. Other hazards - none Section3. COMPOSITION/INFORMATION ON INGREDIENTS Substances Formula: C12H12ClN5O4S Molecular Weight: 357,77 g/mol ComponentConcentration Chlorsulfuron CAS-No.64902-72-3- EC-No.265-268-5 Index-No.613-121-00-4 Section4. 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 Indication of any immediate medical attention and special treatment needed no data available Section5. 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, Hydrogen chloride gas Advice for firefighters Wear self contained breathing apparatus for fire fighting if necessary. Further information no data available Section6. ACCIDENTAL RELEASE MEASURES Personal precautions, protective equipment and emergency procedures Use personal protective equipment. Avoid dust formation. Avoid breathing vapors, mist or gas. Ensure adequate ventilation. Evacuate personnel to safe areas. Avoid breathing dust. Environmental precautions Prevent further leakage or spillage if safe to do so. Do not let product enter drains. Discharge into the environment must be avoided. 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. Section7. HANDLING AND STORAGE Precautions for safe handling Provide appropriate exhaust ventilation at places where dust is formed. Conditions for safe storage, including any incompatibilities Store in cool place. Keep container tightly closed in a dry and well-ventilated place. Specific end uses no data available Section8. 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. 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). Section9. PHYSICAL AND CHEMICAL PROPERTIES Information on basic physical and chemical properties a) AppearanceForm: solid b) Odourno data available c) Odour Thresholdno data available d) pHno data available e) Melting point/freezingno data available point f) Initial boiling point and no data available boiling range g) Flash pointno data available h) Evaporation rateno data available i) Flammability (solid, gas) no data available j) Upper/lowerno data available flammability or explosive limits k) Vapour pressureno data available l) Vapour densityno data available m) Relative densityno data available n) Water solubilityno data available o) Partition coefficient: n- no data available octanol/water p) Autoignitionno data available temperature q) Decompositionno data available temperature r) Viscosityno data available s) Explosive propertiesno data available t) Oxidizing propertiesno data available Other safety information no data available Section10. STABILITY AND REACTIVITY Reactivity no data available Chemical stability no data available Possibility of hazardous reactions no data available Conditions to avoid no data available Incompatible materials no data available Hazardous decomposition products Other decomposition products - no data available Section11. TOXICOLOGICAL INFORMATION Information on toxicological effects Acute toxicity LD50 Oral - rat - 5.545 mg/kg LC50 Inhalation - rat - 4 h - > 5.900 mg/m3 LD50 Dermal - rabbit - 3.400 mg/kg Skin corrosion/irritation no data available Serious eye damage/eye irritation no data available Respiratory or skin sensitization 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 Potential health effects InhalationMay be harmful if inhaled. May cause respiratory tract irritation. IngestionMay be harmful if swallowed. SkinMay be harmful if absorbed through skin. May cause skin irritation. EyesMay cause eye irritation. Additional Information RTECS: YS6640000 Section12. ECOLOGICAL INFORMATION Toxicity Toxicity to fishLC50 - Oncorhynchus mykiss (rainbow trout) - > 0,25 mg/l - 96,0 h Toxicity to daphnia and EC50 - Daphnia magna (Water flea) - 0,37 mg/l - 48 h other aquatic invertebrates Toxicity to algaeEC50 - Pseudokirchneriella subcapitata (green algae) - 0,13 mg/l - 96 h Growth inhibition LOEC - Pseudokirchneriella subcapitata - 0,019 mg/l - 96 h Persistence and degradability no data available Bioaccumulative potential no data available Mobility in soil no data available Results of PBT and vPvB assessment no data available Other adverse effects Very toxic to aquatic life. Section13. 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. Section14. TRANSPORT INFORMATION UN number ADR/RID: 3077IMDG: 3077IATA: 3077 UN proper shipping name ADR/RID: ENVIRONMENTALLY HAZARDOUS SUBSTANCE, SOLID, N.O.S. (Chlorsulfuron) IMDG: ENVIRONMENTALLY HAZARDOUS SUBSTANCE, SOLID, N.O.S. (Chlorsulfuron) IATA:Environmentally hazardous substance, solid, n.o.s. (Chlorsulfuron) Transport hazard class(es) ADR/RID: 9IMDG: 9IATA: 9 Packaging group ADR/RID: IIIIMDG: IIIIATA: III Environmental hazards ADR/RID: yesIMDG Marine pollutant: yesIATA: yes Special precautions for user Further information EHS-Mark required (ADR 2.2.9.1.10, IMDG code 2.10.3) for single packagings and combination packagings containing inner packagings with Dangerous Goods > 5L for liquids or > 5kg for solids. Section15. 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 no data available Section16. OTHER INFORMATION Further information Copyright 2012 Co. LLC. License granted to make unlimited paper copies for internal use 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 guarantee of the properties of the product. Corporation and its Affiliates shall not be held liable for any damage resulting from handling or from contact with the above product. See and/or the reverse side of invoice or packing slip for additional terms and conditions of sale.

毒性和生态

毒理学数据: 1、急性毒性：大鼠（口服）LD50： 5,545mg/kg 大鼠（吸入）LC50： ＞5,900 mg/m3/4H 狗（口服）LD：＞2,500 mg/kg 兔子（皮上）LD50：3,400mg/kg 鸭子（未报到）LD50：5 mg/kg 鸟（未报到）LD50：5 mg/kg 由于食盐的LD50是3,000 mg/kg，BPA的急性毒性程度与食盐同。 生态学数据: 通常对水是不危害的，若无政府许可，勿将材料排入周围环境。 CHEMICAL IDENTIFICATION RTECS NUMBER : YS6640000 CHEMICAL NAME : Urea, 1-((o-chlorophenyl)sulfonyl)-3-(4-methoxy-6-methyl-s- triazin-2-yl)- CAS REGISTRY NUMBER : 64902-72-3 BEILSTEIN REFERENCE NO. : 0577255 LAST UPDATED : 199710 DATA ITEMS CITED : 10 MOLECULAR FORMULA : C12-H12-Cl-N5-O4-S MOLECULAR WEIGHT : 357.80 WISWESSER LINE NOTATION : T6N CN ENJ B1 DO1 FMVMSWR BG 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 : 5545 mg/kg TOXIC EFFECTS : Details of toxic effects not reported other than lethal dose value REFERENCE : JAFCAU Journal of Agricultural and Food Chemistry. (American Chemical Soc., Distribution Office Dept. 223, POB 57136, West End Stn., Washington, DC 20037) V.1- 1953- Volume(issue)/page/year: 29,416,1981 TYPE OF TEST : LC50 - Lethal concentration, 50 percent kill ROUTE OF EXPOSURE : Inhalation SPECIES OBSERVED : Rodent - rat DOSE/DURATION : >5900 mg/m3/4H TOXIC EFFECTS : Details of toxic effects not reported other than lethal dose value REFERENCE : 85JFAN "Agrochemicals Handbook," with updates, Hartley, D., and H. Kidd, eds., Nottingham, Royal Soc. of Chemistry, 1983-86 Volume(issue)/page/year: A579,1984 TYPE OF TEST : LD - Lethal dose ROUTE OF EXPOSURE : Oral SPECIES OBSERVED : Mammal - dog DOSE/DURATION : >2500 mg/kg TOXIC EFFECTS : Behavioral - somnolence (general depressed activity) Gastrointestinal - hypermotility, diarrhea Nutritional and Gross Metabolic - weight loss or decreased weight gain REFERENCE : NTIS** National Technical Information Service. (Springfield, VA 22161) Formerly U.S. Clearinghouse for Scientific & Technical Information. Volume(issue)/page/year: OTS0570808 TYPE OF TEST : LD50 - Lethal dose, 50 percent kill ROUTE OF EXPOSURE : Administration onto the skin SPECIES OBSERVED : Rodent - rabbit DOSE/DURATION : 3400 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: -,C154,1991 TYPE OF TEST : LD50 - Lethal dose, 50 percent kill ROUTE OF EXPOSURE : Unreported SPECIES OBSERVED : Bird - duck DOSE/DURATION : 5 gm/kg TOXIC EFFECTS : Details of toxic effects not reported other than lethal dose value REFERENCE : DEVEAA Defense des Vegetaux. (Federation Nationale des Groupements de Protection des Cultures, 149, rue de Bercy, 75595 Paris Cedex, 12, France) V.1- 1947- Volume(issue)/page/year: 37,345,1983 TYPE OF TEST : LD50 - Lethal dose, 50 percent kill ROUTE OF EXPOSURE : Unreported SPECIES OBSERVED : Bird - domestic DOSE/DURATION : 5 gm/kg TOXIC EFFECTS : Details of toxic effects not reported other than lethal dose value REFERENCE : DEVEAA Defense des Vegetaux. (Federation Nationale des Groupements de Protection des Cultures, 149, rue de Bercy, 75595 Paris Cedex, 12, France) V.1- 1947- Volume(issue)/page/year: 37,345,1983 ** OTHER MULTIPLE DOSE TOXICITY DATA ** TYPE OF TEST : TDLo - Lowest published toxic dose ROUTE OF EXPOSURE : Oral SPECIES OBSERVED : Rodent - rat DOSE/DURATION : 231 mg/kg/11W-I TOXIC EFFECTS : Endocrine - effect on menstrual cycle REFERENCE : GISAAA Gigiena i Sanitariya. For English translation, see HYSAAV. (V/O Mezhdunarodnaya Kniga, 113095 Moscow, USSR) V.1- 1936- Volume(issue)/page/year: 58(8),67,1993 *** 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

安全

• 符号: GHS09
• 信号词: Warning
• 危害声明: H410
• 警示性声明: P273-P501
• 个人防护装备: Eyeshields;Gloves
• 危害码 (欧洲): N: Dangerous for the environment;
• 风险声明 (欧洲): R50/53
• 安全声明 (欧洲): S60-S61
• 危险品运输编码: UN3077 9/PG 3
• RTECS号: YS6640000
• 海关编码: 2935009011

合成路线

99502-89-3 97135-93-8 1668-54-8 ~% 64902-72-3

文献：Pharmazie, , vol. 44, # 3 p. 225 - 226

上下游产品

上游产品  2
99502-89-3 1668-54-8
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6961-82-6

制备

2-氨基-4-甲基-6-甲氧基均三嗪的制备 采用异脲盐法工艺过程如下：将4.7g氰胺（90%）和4g水混合，于10℃加入乙亚胺乙酯盐酸盐（90%），搅拌1h，然后用氢氧化钠调节pH值5～6，在5～10℃搅拌1h，加10mL水，搅拌分层，油层减压蒸馏，得N-氰基乙亚胺乙酯，收率91%。将50g脲、100g硫酸二甲酯和32g甲醇混合，慢慢升温至55℃停止加热，自动升至60℃，达68℃时适当冷却，83℃时停止冷却，继续升温至113℃，然后自动降至105℃，冷至50℃，得甲基异脲硫酸甲酯盐，收率93%。在25mL甲醇中加1.4g金属钠，冷至-10℃，加入11.2g甲基异脲硫酸甲酯盐（90%），于0～14℃滴加5.6g N-氰基乙亚胺乙酯，升温至20℃，共搅拌20h，经后处理得2～氨基-4-甲氧基-6-甲基均三嗪，收率69.3%。
其他合成方法见甲磺隆的制备。
邻氯苯磺酰异氰酸酯的制备 将230mL浓盐酸、70mL水和121g邻氯苯胺混合后，冷却至-5℃。滴加40%亚硝酸钠溶液，反应温度3℃以下，并使亚硝酸过量。反应结束用少许尿素破坏过量的亚硝酸，过滤除去固体杂质，完成邻氯苯胺的重氮化。
将198g亚硫酸氢钠溶于350mL水中，把溶液分成2份，其中一份投入到含有770mL浓盐酸和24g无水硫酸铜的反应瓶中，然后在搅拌和冷却条件下，同时滴入另一份亚硫酸氢钠溶液和重氮盐溶液，反应温度保持0℃，反应结束后分出油层，用水洗涤，制得邻氯苯磺酰氯，上两步收率88.7%。将邻氯苯磺酰氯滴入到装有430mL浓氨水的反应瓶中，浴温控制在60℃，保温反应4h。过滤，用水和二氧六环（5：1）混合溶剂重结晶，脱色，得邻氯苯磺酰胺，收率63%。
将19.2g邻氯苯磺酰胺、150mL邻二氯苯、63.5g草酰氯混合后，回流反应9h，蒸出过量草酰氯，直至反应温度升至180℃止，减压蒸出邻二氯苯，减压蒸馏得邻氯苯磺酰异氰酸酯，收率57。3%。也可用光气替代草酰氯，在叔胺存在下合成氰酸酯。
绿磺隆的合成 将0.02mol 2-氨基-4-甲基-6-甲氧在均三嗪和40mL无水乙腈混合手，将0.02mol邻氯苯磺酰氯异氰酸酯乙腈溶液于室温下滴入，滴毕在室渐下继续搅拌反应24h，过滤出白色粉末，用乙腈洗涤，干燥，得产品绿磺隆，收率70%。绿磺隆也可通过邻氯苯磺酰胺与4-甲基-6-甲氧基均三嗪-2-异氰酸酯加成反应制得。
其中4-甲基-6-甲氧基均三嗪-2-异氰酸酯由2-氨基-4-甲基-6-甲氧基均三嗪与光气反应制得。

海关

海关编码	2935009011
中文概述	2935009011 氟唑磺隆,氟吡磺隆,磺酰磺隆,氯酯磺草胺等〔包括甲酰胺嘧磺隆,乙氧磺隆,氯磺隆,甲磺隆,苯磺隆,胺苯磺隆〕。监管条件:S(进出口农药登记证明)。增值税率:17.0%。退税率:9.0%。最低关税:6.5%。普通关税:35.0%
申报要素	品名, 成分含量, 用途
监管条件	S.进出口农药登记证明
Summary	2935009011 2-chloro-n-((4-methoxy-6-methyl-1,3,5-triazin-2-yl)carbamoyl)benzenesulfonamide。supervision conditions:s(import or export registration certificate for pesticides)。VAT:17.0%。tax rebate rate:9.0%。MFN tarrif:6.5%。general tariff:35.0%