4672-49-5

• 常用中文名：二甲基磺酸乙烷
• 常用英文名：Ethylene Dimethanesulfonate
• CAS号：4672-49-5
• 分子式：C₄H₁₀O₆S₂
• 分子量：218.24900
• 相关类别： 信号通路 细胞凋亡 细胞凋亡
• 发布时间：2017-01-01 03:56:07
• 更新时间：2024-01-02 09:06:47
• Ethylene dimethanesulfonate 是一种温和的烷基化乙二醇非挥发性甲烷磺酸二酯。Ethylene dimethanesulfonate 对 LC 具有选择性的促凋亡作用。

名称

• 中文名: 二甲基磺酸乙烷
• 英文名: 2-methylsulfonyloxyethyl methanesulfonate
• 中文别名: 乙烯二甲烷磺酸酯
• 英文别名: Ethylene bis(methanesulfonate); 1,2-Bis(mesyloxy)ethane; ethan-1,2-diyl Dimethanesulfonate; ethylene di(methanesulfonate); ethyl 1,2-dimethanesulfonate; DMSE; Ethylene Dimethanesulphonate; 1,2-bis(methylsulfonyloxy)ethane; Ethylene methanesulfonate; 1,2-Ethanediol dimethanesulfonate; ETHYLENE GLYCOL,DIMETHANESULFONATE; Dimethylene dimethanesulfonate; diethylene glycol dimethanesulfonate; Ethane 1,2-dimethanesulfonate

物化性质

• 密度: 1.461g/cm3
• 沸点: 448.9ºC at 760 mmHg
• 熔点: 35-36℃
• 分子式: C₄H₁₀O₆S₂
• 分子量: 218.24900
• 闪点: 225.3ºC
• 精确质量: 217.99200
• PSA: 103.50000
• LogP: 1.10040
• 外观性状: 白色结晶固体
• 折射率: 1.47
• 储存条件: 室温，干燥，密封

生物活性

• 描述: Ethylene dimethanesulfonate 是一种温和的烷基化乙二醇非挥发性甲烷磺酸二酯。Ethylene dimethanesulfonate 对 LC 具有选择性的促凋亡作用。
• 相关类别:
  信号通路 >> 细胞凋亡 >> 细胞凋亡
• 体内研究: 乙烯二甲磺酸酯(皮下注射；75 mg/kg；7天)破坏附睾功能并导致大鼠精子肉芽肿形成[1]。
• 参考文献:

  [1]. Dutta D, et al. Ethylene dimethane sulfonate (EDS) ablation of Leydig cells in adult rat depletes testosterone resulting in epididymal sperm granuloma: Testosterone replacement prevents granuloma formation. Reprod Biol. 2019 Mar;19(1):89-99.

毒性和生态

CHEMICAL IDENTIFICATION RTECS NUMBER : KW5540000 CHEMICAL NAME : Ethylene glycol, dimethanesulfonate CAS REGISTRY NUMBER : 4672-49-5 BEILSTEIN REFERENCE NO. : 1787642 LAST UPDATED : 199612 DATA ITEMS CITED : 12 MOLECULAR FORMULA : C4-H10-O6-S2 MOLECULAR WEIGHT : 218.26 WISWESSER LINE NOTATION : WS1&O2OSW1 HEALTH HAZARD DATA ACUTE TOXICITY DATA TYPE OF TEST : LD50 - Lethal dose, 50 percent kill ROUTE OF EXPOSURE : Intraperitoneal SPECIES OBSERVED : Rodent - rat DOSE/DURATION : 150 mg/kg TOXIC EFFECTS : Details of toxic effects not reported other than lethal dose value REFERENCE : BJPCAL British Journal of Pharmacology and Chemotherapy. (London, UK) V.1-33, 1946-68. For publisher information, see BJPCBM. Volume(issue)/page/year: 24,24,1965 TYPE OF TEST : LD50 - Lethal dose, 50 percent kill ROUTE OF EXPOSURE : Intraperitoneal SPECIES OBSERVED : Rodent - mouse DOSE/DURATION : 250 mg/kg TOXIC EFFECTS : Details of toxic effects not reported other than lethal dose value REFERENCE : PSEBAA Proceedings of the Society for Experimental Biology and Medicine. (Academic Press, Inc., 1 E. First St., Duluth, MN 55802) V.1- 1903/04- Volume(issue)/page/year: 85,211,1954 ** REPRODUCTIVE DATA ** TYPE OF TEST : TDLo - Lowest published toxic dose ROUTE OF EXPOSURE : Oral DOSE : 250 mg/kg SEX/DURATION : male 10 day(s) pre-mating TOXIC EFFECTS : Reproductive - Fertility - male fertility index (e.g. # males impregnating females per # males exposed to fertile nonpregnant females) REFERENCE : 85GUAJ "Antifertility Compounds in the Male and Female," Jackson, H., Springfield, IL, Charles C. Thomas, 1966 Volume(issue)/page/year: -,55,1966 TYPE OF TEST : TDLo - Lowest published toxic dose ROUTE OF EXPOSURE : Oral DOSE : 153 mg/kg SEX/DURATION : male 14 day(s) pre-mating TOXIC EFFECTS : Reproductive - Fertility - post-implantation mortality (e.g. dead and/or resorbed implants per total number of implants) REFERENCE : JMCMAR Journal of Medicinal Chemistry. (American Chemical Soc., Distribution Office Dept. 223, POB POB 57136, West End Stn., Washington, DC 20037) V.6- 1963- Volume(issue)/page/year: 24,901,1981 TYPE OF TEST : TDLo - Lowest published toxic dose ROUTE OF EXPOSURE : Oral DOSE : 275 mg/kg SEX/DURATION : male 14 day(s) pre-mating TOXIC EFFECTS : Reproductive - Fertility - male fertility index (e.g. # males impregnating females per # males exposed to fertile nonpregnant females) REFERENCE : JMCMAR Journal of Medicinal Chemistry. (American Chemical Soc., Distribution Office Dept. 223, POB POB 57136, West End Stn., Washington, DC 20037) V.6- 1963- Volume(issue)/page/year: 24,901,1981 TYPE OF TEST : TDLo - Lowest published toxic dose ROUTE OF EXPOSURE : Intraperitoneal DOSE : 50 mg/kg SEX/DURATION : male 1 day(s) pre-mating TOXIC EFFECTS : Reproductive - Fertility - male fertility index (e.g. # males impregnating females per # males exposed to fertile nonpregnant females) REFERENCE : 15QWAW "Agents Affecting Fertility, a Symposium, 1964," Austin, C.R., and J.S. Perry, eds., Boston, Little, Brown & Co., 1965 Volume(issue)/page/year: -,62,1965 TYPE OF TEST : TDLo - Lowest published toxic dose ROUTE OF EXPOSURE : Intraperitoneal DOSE : 75 mg/kg SEX/DURATION : male 1 day(s) pre-mating TOXIC EFFECTS : Reproductive - Paternal Effects - testes, epididymis, sperm duct Reproductive - Paternal Effects - prostate, seminal vesicle, Cowper's gland, accessory glands Reproductive - Fertility - male fertility index (e.g. # males impregnating females per # males exposed to fertile nonpregnant females) REFERENCE : JRPFA4 Journal of Reproduction and Fertility. (Biochemical Soc. Book Depot, POB 32, Commerce Way, Colchester, Essex CO2 8HP, UK) V.1- 1960- Volume(issue)/page/year: 71,393,1984 TYPE OF TEST : TDLo - Lowest published toxic dose ROUTE OF EXPOSURE : Intraperitoneal DOSE : 100 mg/kg SEX/DURATION : male 1 day(s) pre-mating TOXIC EFFECTS : Reproductive - Paternal Effects - testes, epididymis, sperm duct REFERENCE : ENDOAO Endocrinology (Baltimore). (Williams & Wilkins Co., 428 E. Preston St., Baltimore, MD 21203) V.1- 1917- Volume(issue)/page/year: 118,709,1986 TYPE OF TEST : TDLo - Lowest published toxic dose ROUTE OF EXPOSURE : Intraperitoneal DOSE : 75 mg/kg SEX/DURATION : male 1 day(s) pre-mating TOXIC EFFECTS : Reproductive - Paternal Effects - spermatogenesis (incl. genetic material, sperm morphology, motility, and count) Reproductive - Paternal Effects - testes, epididymis, sperm duct Reproductive - Paternal Effects - prostate, seminal vesicle, Cowper's gland, accessory glands REFERENCE : IJANDP International Journal of Andrology. (Scriptor Publisher ApS, 15 Gasvaerksvej, DK-1656 Copenhagen V, Denmark) V.1- 1978- Volume(issue)/page/year: 10,625,1987 TYPE OF TEST : TDLo - Lowest published toxic dose ROUTE OF EXPOSURE : Subcutaneous DOSE : 600 mg/kg SEX/DURATION : male 12 day(s) pre-mating TOXIC EFFECTS : Reproductive - Paternal Effects - testes, epididymis, sperm duct REFERENCE : JRPFA4 Journal of Reproduction and Fertility. (Biochemical Soc. Book Depot, POB 32, Commerce Way, Colchester, Essex CO2 8HP, UK) V.1- 1960- Volume(issue)/page/year: 82,381,1988 TYPE OF TEST : TDLo - Lowest published toxic dose ROUTE OF EXPOSURE : Subcutaneous DOSE : 250 mg/kg SEX/DURATION : male 5 day(s) pre-mating TOXIC EFFECTS : Reproductive - Paternal Effects - testes, epididymis, sperm duct Reproductive - Paternal Effects - other effects on male Endocrine - androgenic REFERENCE : REPTED Reproductive Toxicology. (Pergamon Press Inc., Maxwell House, Fairview Park, Elmsford, NY 10523) V.1- 1987- Volume(issue)/page/year: 5,497,1991 TYPE OF TEST : TDLo - Lowest published toxic dose ROUTE OF EXPOSURE : Parenteral DOSE : 75 mg/kg SEX/DURATION : male 1 day(s) pre-mating TOXIC EFFECTS : Reproductive - Fertility - male fertility index (e.g. # males impregnating females per # males exposed to fertile nonpregnant females) REFERENCE : BCSTB5 Biochemical Society Transactions. (Biochemical Soc. Book Depot, POB 32, Commerce Way, Colchester, Essex CO2 8HP, UK) V.1- 1973- Volume(issue)/page/year: 1,523,1973

合成路线

107-21-1 124-63-0 ~95% 4672-49-5

文献：Tahtaoui, Chouaib; Parrot, Isabelle; Klotz, Philippe; Guillier, Fabrice; Galzi, Jean-Luc; Hibert, Marcel; Ilien, Brigitte Journal of Medicinal Chemistry, 2004 , vol. 47, # 17 p. 4300 - 4315

75-21-8 124-63-0 ~% 4672-49-5

文献：Klamann,D. et al. Justus Liebigs Annalen der Chemie, 1967 , vol. 710, p. 71 - 76

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