N-(Trichloromethylthio)Phthalimide 灭菌丹

CAS 133-07-3 MFCD00047303

化学结构图

133-07-3
SMILES: O=C1c2ccccc2C(=O)N1SC(Cl)(Cl)Cl

化学属性

Mol. FormulaC₉H₄Cl₃NO₂S
Mol. Weight296.56
Melting Point179-181°C
Solubility难溶
Density1.0
Boiling Point

别名和识别编码

Chemical NameN-(Trichloromethylthio)Phthalimide
CAS Number133-07-3
Synonym ######## 1H-Isoindole-1,3(2H)-dione, 2-((trichloromethyl)thio)- 1H-Isoindole-1,3(2H)-dione, 2-[(trichlorom 1H-Isoindole-1,3(2H)-dione,2-[(trichloromethyl)thio]- 2-((Trichloromethyl)thio)-1H-isoindole-1,3(2H)-dione 2-((trichloromethyl)thio)-1h-isoindole-3(2h)-dione 2-(TRICHLOROMETHYLSULFANYL)ISOINDOLE-1,3-DIONE 2-(三氯甲硫基)异吲哚-1,3-二酮 2-[(Trichloromethyl)sulfanyl]-1H-isoindole-1,3(2H)-dione 2-[(Trichloromethyl)thio]1H-iso-indole-1,3(2H)-dion 2-[(trichloromethyl)thio]-1H-isoi 2-[(trichloromethyl)thio]-1h-isoindole-3(2h)-dione 2-[(三氯甲基)硫代]-1H-异吲哚-1,3(2H)-二酮 3(2H)-dione,2-[(trichloromethyl)thio]-1H-Isoindole-1 Acryptane ENOFOL FALTAN FOLDAN FOLPAN Faltan Fo Folnit Folpan
MDL NumberMFCD00047303
PubChem Substance ID24869029
Beilstein Registry Number0193373
EC Number205-088-6
Chemical Name Translation灭菌丹
Merck Number13,4250
Wiswesser Line NotationT56 BVNVJ CSXGGG
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分类

  • {SNA} Additional Standards, All Fungicides, Analytical Standards, Dicarboximides, EPA, Endocrine Disruptors (Draft), Food and Cosmetic Component Standards, Fungicides, Method and Regulation Specific, Standards for Personal Care and Cosmetic Products, neats, prohibited substances (EU-REGULATION No 1223/2009), 农残和代谢标准品, 分析/色谱
  • {SNA} Alphabetical Index of Analytical Standards, Analytical Standards, Analytical/Chromatography, Bioactive Small Molecules, Chromatography, Dicarboximides, EPA, Endocrine Disrupto
  • {SNA} Alphabetical Index of Analytical Standards, Analytical Standards, Analytical/Chromatography,

产品应用

  • 灭菌丹为有机硫杀菌剂，主要用于防治粮食作物蔬菜，果树等，多种病害，且对植物有刺激生长作用。便如可防治稻瘟病，水稻纹枯病，麦类锈病，赤霉病，油菜霜霉病，花生叶斑病，马铃薯晚疫病，蕃茄早疫病，烟草炭疽病，苹果炭疽病等。

相关文献及参考

  • Cohen, S., et al.: Crit. Rev. Toxicol., 40, 531 (2010),
  • Wong, J., et al.: J. Agric. Food Chem., 58, 5884 (2010),
  • Merck 14 ,4224
  • Short: IV/8A Title: Enthalpies of Fusion and Transition of Organic Compounds Author: Zhang, Z.-Y.; Frenkel, M.; March, K.N.; Wilhoit, R.C. Editor: Marsh, K.N. Source: Landolt-Börnstein, New Series Volume: IV/8A Year: 1995 Keyword: organic compounds; enthaly of fusion; melting point; phase transition ISBN: 3-540-58854-X ISBN: 978-3-540-58854-2 Internet Resource: DOI:10.1007/b55145 RefComment: VIII, 588 pages.
  • Short: EINECS Title: EINECS (European Inventory of Existing Commercial Chemical Substances) Source: Official Journal of the European Communities Volume: C 146 A (15.06.1990) Page: 1 Year: 1990 Internet Resource: http://ecb.jrc.ec.europa.eu/esis/index.php?PGM=ein Publish_Date: 1990/06/15

安全信息

RTECSTI5685000
GHS Symbol
Precautionary statements
  • P273 Avoid release to the environment. 避免释放到环境中。
  • P280 Wear protective gloves/protective clothing/eye protection/face protection. 戴防护手套/防护服/眼睛的保护物/面部保护物。
  • P305+P351+P338
  • P261 Avoid breathing dust/fume/gas/mist/vapours/spray. 避免吸入粉尘/烟/气体/烟雾/蒸汽/喷雾。
  • P304+P340+P312
  • P337+P313
  • P333+P313
Hazard statements
  • H332 Harmful if inhaled 吸入有害
  • H351 Suspected of causing cancer 怀疑致癌
  • H317 May cause an allergic skin reaction 可能导致皮肤过敏
  • H319 Causes serious eye irritation 严重刺激眼睛
  • H400 Verytoxictoaquaticlife 对水生生物毒性非常大。
Hazard Codes Xn,N
WGK Germany2
Personal Protective Equipment Eyeshields, Faceshields, full-face particle respirator type N100 (US), Gloves, respirator cartridge type N100 (US), type P1 (EN143) respirator filter, type P3 (EN 143) respirator cartridges
Signal word Warning
Safety Statements
  • S46 If swallowed, seek medical advice immediately and show this container or label 食入时，立即求医并出示容器/标签；
  • S36/37 Wear suitable protective clothing and gloves 穿戴适当的防护服和手套；
  • S61 Avoid release to the environment. Refer to special instructions/safety data sheet 避免释放到环境中，参考特别指示/安全收据说明书；
Risk Statements
  • R50 Very toxic to aquatic organisms 对水生生物极毒
  • R20 Harmful by inhalation 吸入有害
  • R36 Irritating to eyes 刺激眼睛
  • R40 Limited evidence of a carcinogenic effect 有限证据表明其致癌作用
  • R43 May cause sensitisation by skin contact 皮肤接触会产生过敏反应
Storage condition -20 0-6°C
UN Number UN 3077 9/PG 3 
TYPE OF TEST            : TDLo - Lowest published toxic dose
ROUTE OF EXPOSURE       : Oral
SPECIES OBSERVED        : Rodent - mouse
DOSE/DURATION           : 437 gm/kg/2Y-C
TOXIC EFFECTS :
   Tumorigenic - Carcinogenic by RTECS criteria
   Gastrointestinal - tumors
REFERENCE :
   JJCREP Japanese Journal of Cancer Research. (Elsevier Science Pub. BV, POB
   211, 1000 AE Amsterdam, Netherlands)  V.76-    1985-
   Volume(issue)/page/year: 81,514,1990

TYPE OF TEST            : TDLo - Lowest published toxic dose
ROUTE OF EXPOSURE       : Subcutaneous
SPECIES OBSERVED        : Rodent - mouse
DOSE/DURATION           : 1000 mg/kg
TOXIC EFFECTS :
   Tumorigenic - equivocal tumorigenic agent by RTECS criteria
   Lungs, Thorax, or Respiration - tumors
   Blood - tumors
REFERENCE :
   NTIS** National Technical Information Service.  (Springfield, VA 22161)
   Formerly U.S. Clearinghouse for Scientific & Technical Information.
   Volume(issue)/page/year: PB223-159

TYPE OF TEST            : LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE       : Unreported
SPECIES OBSERVED        : Rodent - rat
DOSE/DURATION           : >10 gm/kg
TOXIC EFFECTS :
   Details of toxic effects not reported other than lethal dose value
REFERENCE :
   RREVAH Residue Reviews.  (Springer-Verlag New York, Inc., Service Center, 44
   Hartz Way, Secaucus, NJ 07094)  V.1-    1962-  Volume(issue)/page/year:
   36,240,1971

TYPE OF TEST            : LDLo - Lowest published lethal dose
ROUTE OF EXPOSURE       : Administration onto the skin
SPECIES OBSERVED        : Rodent - mouse
DOSE/DURATION           : 5 gm/kg
TOXIC EFFECTS :
   Details of toxic effects not reported other than lethal dose value
REFERENCE :
   JACTDZ Journal of the American College of Toxicology.  (Mary Ann Liebert,
   Inc., 1651 Third Ave., New York, NY 10128)  V.1-12, 1982-1993. Discontinued.
    Volume(issue)/page/year: 9,642,1991

TYPE OF TEST            : LC50 - Lethal concentration, 50 percent kill
ROUTE OF EXPOSURE       : Inhalation
SPECIES OBSERVED        : Rodent - mouse
DOSE/DURATION           : >6 gm/m3/2H
TOXIC EFFECTS :
   Details of toxic effects not reported other than lethal dose value
REFERENCE :
   TXAPA9 Toxicology and Applied Pharmacology.  (Academic Press, Inc., 1 E.
   First St., Duluth, MN 55802) V.1-    1959-  Volume(issue)/page/year:
   45,320,1978

TYPE OF TEST            : LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE       : Oral
SPECIES OBSERVED        : Rodent - rabbit
DOSE/DURATION           : 1115 mg/kg
TOXIC EFFECTS :
   Details of toxic effects not reported other than lethal dose value
REFERENCE :
   GTPZAB Gigiena Truda i Professional'nye Zabolevaniya.  Labor Hygiene and
   Occupational Diseases. (V/O Mezhdunarodnaya Kniga, 113095 Moscow, USSR)
   V.1-36, 1957-1992. For publisher information, see MTPEEI
   Volume(issue)/page/year: 18(5),50,1974

{hazard

TYPE OF TEST            : DNA inhibition
TEST SYSTEM             : Human HeLa cell
DOSE/DURATION           : 1300 nmol/L
REFERENCE :
   EMMUEG Environmental and Molecular Mutagenesis.  (Alan R. Liss, Inc., 41 E.
   11th St., New York, NY 10003)  V.10-    1987-  Volume(issue)/page/year:
   17,20,1991

TYPE OF TEST            : Sex chromosome loss and nondisjunction
ROUTE OF EXPOSURE       : Oral
TEST SYSTEM             : Insect - Drosophila melanogaster
DOSE/DURATION           : 2000 ppm
REFERENCE :
   JPFCD2 Journal of Environmental

TYPE OF TEST            : Dominant lethal test
ROUTE OF EXPOSURE       : Oral
TEST SYSTEM             : Rodent - rat
DOSE/DURATION           : 500 mg/kg/5D
REFERENCE :
   FCTXAV Food and Cosmetics Toxicology.  (London, UK)  V.1-19, 1963-81.  For
   publisher information, see FCTOD7.  Volume(issue)/page/year: 10,363,1972

TYPE OF TEST            : Gene conversion and mitotic recombination
TEST SYSTEM             : Yeast - Saccharomyces cerevisiae
DOSE/DURATION           : 200 ppm
REFERENCE :
   MUREAV Mutation Research.  (Elsevier Science Pub. B.V., POB 211, 1000 AE
   Amsterdam, Netherlands) V.1-    1964-  Volume(issue)/page/year: 10,533,1970

TYPE OF TEST            : Mutation in microorganisms
TEST SYSTEM             : Bacteria - Salmonella typhimurium
DOSE/DURATION           : 16 nmol/plate
REFERENCE :
   CRNGDP Carcinogenesis (London). (Oxford Univ. Press, Pinkhill House,
   Southfield Road, Eynsham, Oxford OX8 1JJ, UK)  V.1-    1980-
   Volume(issue)/page/year: 2,283,1981

TYPE OF TEST            : Cytogenetic analysis
TEST SYSTEM             : Human Lymphocyte
DOSE/DURATION           : 15 ug/L/15M
REFERENCE :
   MUREAV Mutation Research.  (Elsevier Science Pub. B.V., POB 211, 1000 AE
   Amsterdam, Netherlands) V.1-    1964-  Volume(issue)/page/year: 53,263,1978

TYPE OF TEST            : DNA repair
TEST SYST

TYPE OF TEST            : TDLo - Lowest published toxic dose
ROUTE OF EXPOSURE       : Subcutaneous
SPECIES OBSERVED        : Rodent - mouse
DOSE                    : 900 mg/kg
SEX/DURATION            : female 6-14 day(s) after conception
TOXIC EFFECTS :
   Reproductive - Specific Developmental Abnormalities - eye/ear
   Reproductive - Specific Developmental Abnormalities - craniofacial
   (including nose and tongue)
   Reproductive - Specific Developmental Abnormalities - urogenital system
REFERENCE :
   NTIS** National Technical Information Service.  (Springfield, VA 22161)
   Formerly U.S. Clearinghouse for Scientific & Tec

TYPE OF TEST            : TDLo - Lowest published toxic dose
ROUTE OF EXPOSURE       : Oral
SPECIES OBSERVED        : Rodent - hamster
DOSE                    : 900 mg/kg
SEX/DURATION            : female 7 day(s) after conception
TOXIC EFFECTS :
   Reproductive - Specific Developmental Abnormalities - musculoskeletal system
REFERENCE :
   TXAPA9 Toxicology and Applied Pharmacology.  (Academic Press, Inc., 1 E.
   First St., Duluth, MN 55802) V.1-    1959-  Volume(issue)/page/year:
   16,24,1970

TYPE OF TEST            : TDLo - Lowest published toxic dose
ROUTE OF EXPOSURE       : Oral
SPECIES OBSERVED        : Rodent - rabbit
DOSE                    : 488 mg/kg
SEX/DURATION            : female 6-18 day(s) after conception
TOXIC EFFECTS :
   Reproductive - Fertility - post-implantation mortality (e.g. dead and/or
   resorbed implants per total number of implants)
REFERENCE :
   TXAPA9 Toxicology and Applied Pharmacology.  (Academic Press, Inc., 1 E.
   First St., Duluth, MN 55802) V.1-    1959-  Volume(issue)/page/year:
   13,420,1968

TYPE OF TEST            : TDLo - Lowest published toxic dose
ROUTE OF EXPOSURE       : Oral
SPECIES OBSERVED        : Rodent - hamster
DOSE                    : 500 mg/kg
SEX/DURATION            : female 8 day(s) after conc

其他信息

  • 图谱信息:灭菌丹(133-07-3)红外图谱(IR2) 灭菌丹(133-07-3)红外图谱(IR1) 灭菌丹(133-07-3)质谱(MS) 灭菌丹(133-07-3)核磁图( 13 CNMR) 灭菌丹(133-07-3)核磁图( 1 HNMR)
  • 方法二:由邻苯二甲酰亚胺与三氯硫氯甲烷反应而得。先将5%的氢氧化钠溶液放入缩合锅内，搅拌冷却至-2℃，加入邻苯二甲酰亚胺，使其成为钠盐。在维持反应温度不高于10℃的情况下，滴加三氯硫氯甲烷。当反应物pH达8-9时出料过滤，干燥，即得成品，收率75%-79%。
  • 储运特性:库房通风低温干燥; 与食品原料分开储运
  • 类别:农药
  • 毒性分级:中毒
  • MSDS 信息:N-(三氯甲基硫代)酞酰亚胺(133-07-3).msds
  • 上游原料:苯酐 --> 碳酸氢铵 --> 邻苯二甲酰亚胺 --> 胺化合物
  • 外观性质:无色结晶。
  • MOL 文件:133-07-3.mol
  • 用途一:属广谱保护性杀菌剂，主要用于防治粮油作物、蔬菜、果树等多种病害
  • 方法一:三氯硫氯甲烷的制备 将配好的2%盐酸和计量的二硫化碳混合，搅拌通氯，控制氯气的流量，使其反应温度维持在26℃左右，并控制反应尾气的正常吸收和处理，一般需30h左右。最后静置分离出三氯硫氯甲烷，经水洗后供合成灭菌丹用。 邻苯二甲酰亚胺的制备 由苯酐与碳酸氢铵共热制得。生产时将苯二甲酸酐与碳酸氢铵按3：1 （质量比）混合，后投入热溶罐中，用直接火加热， 于300℃反应10～12h,由于这样操作不易控制，反应也不完全，且耗能，反应周期长，对环境有污染。因可采用将邻苯二甲酸酐加到氨水中溶解，生成二铵盐，把水分蒸出。再加热到较高温度进一步脱水，生成亚胺化合物。 灭菌丹的合成 将4。5%的碱液计量加入缩合反应锅中，降温至-4℃，在激烈搅拌下投入过量的邻苯二甲酰亚胺溶液后，均匀滴加一定量的三氯硫氯甲烷，温度控制在-2℃左右，反应终点pH=8，最后缩合物经离心分离，水洗，气流干燥等后处理，制得灭菌丹。
  • Sigma Aldrich:133-07-3(sigmaaldrich)
  • 灭火剂:干粉、泡沫、砂土
  • 急救治疗:误食者立即催吐、洗胃、导泻对症治疗忌油类食物，禁酒。 注意：在我国未登记。
  • 用途三:灭菌丹为有机硫杀菌剂，主要用于防治粮食作物蔬菜，果树等，多种病害，且对植物有刺激生长作用。便如可防治稻瘟病，水稻纹枯病，麦类锈病，赤霉病，油菜霜霉病，花生叶斑病，马铃薯晚疫病，蕃茄早疫病，烟草炭疽病，苹果炭疽病等。
  • 微溶于热的苯，四氯化碳，不溶于水。在中性和酸性条件下稳定，遇高温或碱性物质易水解。
  • 中毒症状:对皮肤、眼睛和呼吸道有中等刺激作用，无人体全身性中毒报道。
  • 用途二:三氯甲烷基类保护性杀菌剂。主要喷雾防治粮油作物、蔬菜、果树等多种病害，且对植物有刺激生物的作用。防治稻瘟病用50%可湿性粉剂300～500倍液喷雾，穗颈瘟在发病始盛期喷药，穗颈稻瘟在始穗期及齐穗期各喷1次。防治水稻纹枯病，用40%可湿性粉剂200倍液喷雾。防治麦类锈病、赤霉病，用40%可湿性粉剂250倍液喷雾。防治油菜霜霉病用50%可湿性粉剂500倍液喷雾。防治花生叶斑病用50%可湿性粉剂200～250倍液喷雾。此外，还可用于防治马铃薯晚疫病、番茄早疫病、白菜霜霉病、瓜类霜霉病和白粉病、烟草炭疽病、苹果炭疽病、葡萄霜霉病和白粉病、茶云纹叶枯病、轮斑病、白星病等。
  • 急性毒性:口服- 大鼠 LD50: 7540 毫克/ 公斤; 口服- 小鼠 LD50: 1546 毫克/ 公斤

系列性分类

  1. Analytical & Chromatography 分析化学与色谱
  2. Analytical Standards
  3. Alphabetic - Analytical Standards
  4. F - Alphabetic
  5. FM - FZ - F

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