化学品概述
白色板状结晶或结晶性粉末。在空气中稳定。Mp256-262℃;比旋光度[α]25D+158°-+168°(二氧六环)、[α]22D+152°(0.995%,氯仿);乙醇溶液在287nm波长处有最大吸收。几乎不溶于水,溶于二氧六环、吡啶和氢氧化碱溶液,微溶于乙醇(1:400)、丙酮、苯、氯仿、乙醚和植物油。动物实验证明,有潜在致癌作用。
基本信息
- 中文名称:
- 中文别名:
- 英文名称:
- 英文别名:
- 分子式:
- 分子量:
- CAS:
- EINECS编号:
- MDL编号:
- 精确质量:
- InChI:
- InChI Key:
- MOL文件:
- PSA:
- LogP:
- FEMA编码:
- COE编码:
理化性质
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外观性质:
Crystalline Powder or Crystals;White to almost white
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熔点:
258-260 °C(lit.)
- 沸点:
- 密度:
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折射率:
165 ° (C=1, Dioxane)
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比旋光度:
158 º (c=1, dioxane)
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闪点:
9℃
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溶解性:
9℃
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酸度系数(pKa):
0.03 g/L
- 相对极性:
- PH值:
- 爆炸极限值(explosive limit):
- 敏感性:
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储存条件:
Refrigerator
- 检测方法:
- 蒸气压:
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Merck:
3708
- BRN:
-
NIST化学物质信息:
http://webbook.nist.gov/cgi/cbook.cgi?ID=53-16-7&Units=SI
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EPA化学物质信息:
http://iaspub.epa.gov/sor_internet/registry/substreg/searchandretrieve/advancedsearch/search.do?search=?search=&searchCriteria(advancedCriteria)=casNumber=53-16-7
安全信息
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危化品标志:
T,F
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危化代码:
45-60-61-64-40-63-39/23/24/25-23/24/25-11
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安全代码:
53-45-36/37-16
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海关编码/HS编码:
29335995
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危化品运输编码:
UN1230 - class 3 - PG 2 - Methanol, solution
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WGK Germany:
3
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RTECS:
KG8575000
- TSCA:
- 危化等级:
- 包装类别:
- 毒理资料:
- 灭火剂:
应用领域
生化研究,雌性激素类药物。是合成医药炔雌醇的中间体主要用于子宫发育不全、月经失调及更年期障碍等。是合成炔雌醇药物的中间体。可引起恶心、呕吐、头晕等。久用可引起子宫内膜过度增生发生出血。该品是1号避孕药用的激素类药炔雌醇的中间体。
制备方法/合成路线
由4-雌甾烯-19-醇-3,17-二酮经发酵法氧化而得。
参考资料
- A metabolite of 17b-estradiol, q.v., possessing considerably less biological activity; isolated as d-form. Occurs in pregnancy urine of women and mares, in follicular liquor of many animals, in human placenta, in urine of bulls and stallions, in palm-kernel oil. Isoln: Butenandt, Naturwissenschaften 17, 879 (1929); Doisy et al., Am. J. Physiol. 90, 329 (1929). Also isolated from moghat roots and date palm pollen grains: Amin et al., Phytochemistry 8, 295 (1969). Manuf: E. A. Doisy et al., US 1967350, US 1967351 (1934 both to St. Louis University); Joly et al., FR 1305992 (1962 to Roussel-Uclaf). Synthesis of a stereoisomer of estrone: W. E. Bachmann et al., J. Am. Chem. Soc. 64, 974 (1942). Total synthesis of natural estrone: G. Anner, K. Miescher, Helv. Chim. Acta 31, 2173 (1948); 32, 1957 (1949); 33, 1379 (1950); W. S. Johnson et al., J. Am. Chem. Soc. 72, 1426 (1950); 74, 2832 (1952); I. V. Torgov et al., Dokl. Akad. Nauk SSSR 135, 73 (1960), C.A. 55, 11462f (1961). Stereochemistry of estrone isomers: W. S. Johnson et al., J. Am. Chem. Soc. 80, 661 (1958). Review of estrone syntheses: L. F. Fieser, M. Fieser, Steroids (Reinhold, New York, 1959) pp 495-502; T. B. Windholz, M. Windholz, Angew. Chem. Int. Ed. 3, 353 (1964); Taub, "Naturally Occurring Aromatic Steroids" in The Total Synthesis of Natural Products vol. 2, J. ApSimon, Ed. (John Wiley & Sons, New York, 1973) pp 670-725. Recent syntheses: P. A. Bartlett, W. S. Johnson, J. Am. Chem. Soc. 95, 7501 (1973); S. Danishefsky, P. Cain, ibid. 98, 4975 (1976); T. Kametani et al., ibid. 99, 3461 (1977); P. A. Grieco et al., J. Org. Chem. 45, 2247 (1980). Comprehensive description: D. Both, Anal. Profiles Drug Subs. 12, 135-189 (1983).
- MSDS
图谱
计算化学数据
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疏水参数计算参考值(XlogP):
3.1
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氢键供体数量 :
1
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氢键受体数量:
2
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可旋转化学键数量:
0
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拓扑分子机型表面积(TPSA) :
37.3
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重原子数量:
20
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形式电荷:
0
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复杂度:
418
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同位素原子数量:
0
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确定原子立构中心数量:
4
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不确定原子立构中心数量:
0
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确定化学键立构中心数量:
0
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不确定化学键立构中心数量:
0
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共价键单元数量:
1