1, 2α- 亚甲基- 6- 氯- 17α- 乙酰氧基- 4, 6- 孕二烯- 3, 20- 二酮 1, 2α- 亚甲基- 6- 氯- 17α- 乙酰氧基- 4, 6- 孕二烯- 3, 20- 二酮

CAS 427-51-0 MFCD00864671

化学结构图

427-51-0
SMILES: CC(=O)OC1(C(C)=O)CCC2C3C=C(Cl)C4=CC(=O)C5CC5C4(C)C3CCC21C

化学属性

Mol. FormulaC24H29ClO4
Mol. Weight417
Melting Point206.0-211.0

别名和识别编码

Chemical Name1, 2α- 亚甲基- 6- 氯- 17α- 乙酰氧基- 4, 6- 孕二烯- 3, 20- 二酮
Synonym 17-alpha-Acetoxy-6-chloro-1-alpha,2-alpha-methylenepregna-4,6-diene-3,20-dione 6-Chlor-delta(sup 6)-1,2-alpha-methylen-17-alpha-hydroxyprogesteronacetat 6-Chloro-17-hydroxy-1-alpha,2-alpha-methylenepregna-4,6-diene-3,20-dione 6-Chloro-1β,2β-dihydro-17-hydroxy-3'H-cyclopropa(1,2)-pregna-1,4,6-triene-3,20-dione acetate 6-Chloro-1β,2β-dihydro-17-hydroxy-3′H-cyclopropa(1,2)-pregna-1,4,6-triene-3,20-dione acetate Androcur Cyproterone Acetate Cyproterone Acetate, (1 alpha,2 alpha)-Isomer Cyproterone Acetate, (1 alpha,2 alpha,9 beta,10 alpha)-Isomer Cyproterone Acetate, (17 alpha)-Isomer Cyproterone acetate
MDL NumberMFCD00864671
PubChem Substance ID253660432
CAS Number427-51-0
EC Number207-048-3
Chemical Name Translation1, 2α- 亚甲基- 6- 氯- 17α- 乙酰氧基- 4, 6- 孕二烯- 3, 20- 二酮
InChIKeyUWFYSQMTEOIJJG-FDTZYFLXSA-N
Wiswesser Line NotationL F3 E6 D665 IV JU LUTJ A1 E1 RV1 RQ
Beilstein Registry Number2342172
LabNetwork Molecule IDLN01279769
Reaxys-RN2342172
Merck Number2774
InChIInChI=1S/C24H29ClO4/c1-12(26)24(29-13(2)27)8-6-16-14-10-20(25)19-11-21(28)15-9-18(15)23(19,4)17(14)5-7-22(16,24)3/h10-11,14-18H,5-9H2,1-4H3/t14-,15+,16-,17-,18-,22-,23-,24-/m0/s1
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分类

  • Androgen Modulators, Antitumor Agents, Bioactive Small Molecules, CI-CY, Cancer Research, Cell Biology, Cell Signaling and Neuroscience, Cytokines, Growth Factors and Hormones,
  • {
  • {SNA} Androgen Modulators, Antitumor Agents, Bioactive Small Molecules, CI-CY, Cell Biology, Cell Signaling and Neuroscience,
  • {SNA} Androgen Modulators, Antitumor Agents, Bioactive Small Molecules, CI-CY, Cell Signaling and Neuroscience, Cytokines, Growth Factors and Hormones, Gene Regulation,
  • {SNA} Androgen Modulators, Antitumor Agents, Cytokines, Growth Factors and Hormones, Gene Regulation,

相关文献及参考

  • 1. Tucker et al. Carcinogenesis 17 , 1473-1476, (1996) 摘要
  • 2. Kasper, P., Cyproterone acetate: a genotoxic carcinogen? Pharmacol. Toxicol. 88 , 223-231, (2001) 摘要
  • Kasper, P., and Mueller, L. Carcinogenesis 20 , 2185, (1999) 摘要
  • Mondal, S., and Rai, U. Gen. Comp. Endocrinol. 116 , 291, (1999) 摘要
  • Hofbauer, R. Fertil. Steril. 72 , 652, (1999) 摘要
  • Benjamin, C.L., et al., Use of artificial androgen receptor coactivators to alter myoblast proliferation. J. Steroid Biochem. Mol. Biol. 91 , 111-9, (2004) 摘要
  • Sanseverino, J., et al., Screening of Potentially Hormonally Active Chemicals Using Bioluminescent Yeast Bioreporters Toxicol. Sci. 107 , 122-34, (2009) 摘要
  • Dey, C.J., et al., Behavioral and physiological responses of a wild teleost fish to cortisol and androgen manipulation during parental care. Horm. Behav. , (2010)
  • Merck 14 ,2774

安全信息

WGK Germany3
GHS Symbol
Precautionary statements
  • P201 Obtain special instructions before use. 使用前获取专门指示。
  • P202 Do not handle until all safety precautions have been read and understood. 已阅读并理解所有的安全预防措施之前，切勿操作。
  • P260 Do not breathe dust/fume/gas/mist/vapours/spray. 不要吸入粉尘/烟/气体/烟雾/蒸汽/喷雾。
  • P261 Avoid breathing dust/fume/gas/mist/vapours/spray. 避免吸入粉尘/烟/气体/烟雾/蒸汽/喷雾。
  • P271 Use only outdoors or in a well-ventilated area.? 只能在室外或通风良好的地方使用。
  • 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。
  • P281 Use personal protective equipment as required. 使用所需的个人防护装备。
  • P302+P352
  • P304+P312
  • P304+P340
  • P308+P313
  • P312 Call a POISON CENTER or doctor/physician if you feel unwell. 如果你感觉不适，呼叫解毒中心或医生/医师。
  • P314 Get medical advice/attention if you feel unwell. 获取医疗咨询/就医，如果你觉得不舒服
  • P322 Specific measures (see …on this label). 具体治疗（见本标签上的）。
  • P363 Wash contaminated clothing before reuse. 被污染的衣服洗净后方可重新使用。
  • P405 Store locked up. 上锁保管。
  • P501 Dispose of contents/container to..… 处理内容物/容器.....
Signal word Warning
Hazard statements
  • H312 Harmful in contact with skin 皮肤接触有害
  • H312+H332
  • H332 Harmful if inhaled 吸入有害
  • H351 Suspected of causing cancer 怀疑致癌
  • H360 May damage fertility or the unborn child 可能对生育能力或未出生婴儿造成伤害
  • H373 May causes damage to organs through prolonged or repeated exposure 长期或频繁接触可能会损伤器官
Hazard Codes Xn
RTECSGZ2230000
Personal Protective Equipment Eyeshields, full-face particle respirator type N100 (US), Gloves, respirator cartridge type N100 (US), type P1 (EN143) respirator filter, type P3 (EN 143) respirator cartridges
Safety Statements
  • S22 Do not breathe dust 不要吸入粉尘；
  • S36 Wear suitable protective clothing 穿戴适当的防护服；
Risk Statements
  • R20/21/22 Harmful by inhalation, in contact with skin and if swallowed 吸入、皮肤接触和不慎吞咽有害
  • R40 Limited evidence of a carcinogenic effect 有限证据表明其致癌作用
TYPE OF TEST            : TDLo - Lowest published toxic dose
ROUTE OF EXPOSURE       : Oral
SPECIES OBSERVED        : Rodent - rat
DOSE/DURATION           : 27 gm/kg/78W
TOXIC EFFECTS :
   Tumorigenic - equivocal tumorigenic agent by RTECS criteria
   Liver - tumors
REFERENCE :
   LANCAO Lancet.  (7 Adam St., London WC2N 6AD, UK)  V.1-    1823-
   Volume(issue)/page/year: 2,688,1976

TYPE OF TEST            : TDLo - Lowest published toxic dose
ROUTE OF EXPOSURE       : Oral
SPECIES OBSERVED        : Rodent - mouse
DOSE/DURATION           : 70 gm/kg/2Y-C
TOXIC EFFECTS :
   Tumorigenic - Carcinogenic by RTECS criteria
   Liver - tumors
REFERENCE :
   CRNGDP Carcinogenesis (London). (Oxford Univ. Press, Pinkhill House,
   Southfield Road, Eynsham, Oxford OX8 1JJ, UK)  V.1-    1980-
   Volume(issue)/page/year: 17,1473,1996

TYPE OF TEST            : LD50 - Let

TYPE OF TEST            : LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE       : Intraperitoneal
SPECIES OBSERVED        : Rodent - mouse
DOSE/DURATION           : 3300 mg/kg
TOXIC EFFECTS :
   Details of toxic effects not reported other than lethal dose value
REFERENCE :
   NIIRDN Drugs in Japan (Ethical Drugs).  (Yakugyo Jiho Co., Ltd., Tokyo,
   Japan)  Volume(issue)/page/year: 6,APP-4,1982

TYPE OF TEST            : LDLo - Lowest published lethal dose
ROUTE OF EXPOSURE       : Oral
SPECIES OBSERVED        : Human - man
DOSE/DURATION           : 171 mg/kg/17W-I
TOXIC EFFECTS :
   Liver - hepatitis (hepatocellular necrosis), zonal
   Liver - jaundice (or hyperbilirubinemia) hepatocellular
   Liver - liver function tests impaired
REFERENCE :
   IJMDAI Israel Journal of Medical Sciences.  (POB 1435, Jerusalem 91013,
   Israel)  V.1-    1965-  Volume(issue)/page/year: 30,238,1994

TYPE OF TEST            : LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE       : Intraperitoneal
SPECIES OBSERVED        : Rodent - rat
DOSE/DURATION           : 565 mg/kg
TOXIC EFFECTS :
   Details of toxic effects not reported other than lethal dose value
REFERENCE :
   IYKEDH Iyakuhin Kenkyu.  Study of Medical Supplies.  (Nippon Koteisho
   Kyokai, 12-15, 2-chome, Shibuya, Shibuya-ku, Tokyo 150, Japan)  V.1- 1970- 
   Volume(issue)/page/year: 13,349,1982

TYPE OF TEST            : LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE       : Subcutaneous
SPECIES OBSERVED        : Rodent - mouse
DOSE/DURATION           : >5 gm/kg
TOXIC EFFECTS :
   Details of toxic effects not reported other than lethal dose value
REFERENCE :
   NIIRDN Drugs in Japan (Ethical Drugs).  (Yakugyo Jiho Co., Ltd., Tokyo,
   Japan)  Volume(issue)/page/year: 6,APP-4,1982

TYPE OF TEST            : TDLo - Lowest published toxic dose
ROUTE OF EXPOSURE

TYPE OF TEST            : Morphological transformation
ROUTE OF EXPOSURE       : Oral
TEST SYSTEM             : Rodent - rat
DOSE/DURATION           : 125 mg/kg/5D (Continuous)
REFERENCE :
   CRNGDP Carcinogenesis (London). (Oxford Univ. Press, Pinkhill House,
   Southfield Road, Eynsham, Oxford OX8 1JJ, UK)  V.1-    1980-
   Volume(issue)/page/year: 14,1229,1993

TYPE OF TEST            : DNA damage
TEST SYSTEM             : Human Liver
DOSE/DURATION           : 50 umol/L
REFERENCE :
   CRNGDP Carcinogenesis (London). (Oxford Univ. Press, Pinkhill House,
   Southfield Road, Eynsham, Oxford OX8 1JJ, UK)  V.1-    1980-
   Volume(issue)/page/year: 16,1265,1995

TYPE OF TEST            : Unscheduled DNA synthesis
TEST SYSTEM             : Human Liver
DOSE/DURATION           : 1 umol/L
REFERENCE :
   CRNGDP Carcinogenesis (London). (Oxford Univ. Press, Pinkhill House,
   Southfield Road, Eynsham, Oxford OX8 1JJ, UK)  V.1-    1980-
   Volume(issue)/page/year: 16,1265,1995

TYPE OF TEST            : Micronucleus test
ROUTE OF EXPOSURE       : Oral
TEST SYSTEM             : Rodent - rat
DOSE/DURATION           : 100 mg/kg
REFERENCE :
   CRNGDP Carcinogenesis (London). (Oxford Univ. Press, Pinkhill House,
   Southfield Road, Eynsham, Oxford OX8 1JJ, UK)  V.1-    1980-
   Volume(issue)/

TYPE OF TEST            : DNA repair
TEST SYSTEM             : Rodent - rat Liver
DOSE/DURATION           : 5 umol/L
REFERENCE :
   CRNGDP Carcinogenesis (London). (Oxford Univ. Press, Pinkhill House,
   Southfield Road, Eynsham, Oxford OX8 1JJ, UK)  V.1-    1980-
   Volume(issue)/page/year: 16,1483,1995

TYPE OF TEST            : DNA damage
ROUTE OF EXPOSURE       : Oral
TEST SYSTEM             : Rodent - rat
DOSE/DURATION           : 1 mg/kg
REFERENCE :
   CRNGDP Carcinogenesis (London). (Oxford Univ. Press, Pinkhill House,
   Southfield Road, Eynsham, Oxford OX8 1JJ, UK)  V.

TYPE OF TEST            : TDLo - Lowest published toxic dose
ROUTE OF EXPOSURE       : Subcutaneous
SPECIES OBSERVED        : Rodent - rat
DOSE                    : 35 mg/kg
SEX/DURATION            : male 7 day(s) pre-mating
TOXIC EFFECTS :
   Reproductive - Paternal Effects - prostate, seminal vesicle, Cowper's gland,
   accessory glands
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: 49,237,1977

TYPE OF TEST            : TDLo - Lowest published toxic dose
ROUTE OF EXPOSURE       : Intramuscular
SPECIES OBSERVED        : Rodent - rat
DOSE                    : 150 mg/kg
SEX/DURATION            : female 17-20 day(s) after conception
TOXIC EFFECTS :
   Reproductive - Specific Developmental Abnormalities - urogenital system
REFERENCE :
   PTRBAE Philosophical Transactio

TYPE OF TEST            : TDLo - Lowest published toxic dose
ROUTE OF EXPOSURE       : Oral
SPECIES OBSERVED        : Human - man
DOSE                    : 1 mg/kg
SEX/DURATION            : male 14 day(s) pre-mating
TOXIC EFFECTS :
   Reproductive - Paternal Effects - spermatogenesis (incl. genetic material,
   sperm morphology, motility, and count)
REFERENCE :
   CCPTAY Contraception.  (Geron-X, Inc., POB 1108, Los Altos, CA 94022)  V.1-
   1970-  Vo

TYPE OF TEST            : TDLo - Lowest published toxic dose
ROUTE OF EXPOSURE       : Subcutaneous
SPECIES OBSERVED        : Rodent - rat
DOSE                    : 180 mg/kg
SEX/DURATION            : female 18 day(s) pre-mating
TOXIC EFFECTS :
   Reproductive - Maternal Effects - ovaries, fallopian tubes
   Reproductive - Maternal Effects - uterus, cervix, vagina
REFERENCE :
   AEFTAA Acta Europaea Fertilitatis.  (COFESE Eds., Piazzale Ungheria 73,
   90141 Palermo, Italy) V.1-    1969-  Volume(issue)/page/year: 10,57,1979

Storage condition <0°C

系列性分类

  1. Life Science 生命科学
  2. Cancer Research
  3. Tumor Growth Regulation - Cancer Research
  4. Androgen Modulators - Tumor Growth Regulation
  1. Life Science 生命科学
  2. Cell Biology 细胞生物学
  3. Cell Signaling and Neuroscience - Cell Biology
  4. Cytokines, Growth Factors and Hormones - Cell Signaling and Neuroscience
  5. Hormones - Cytokines, Growth Factors and Hormones
  6. Steroid Hormones - Hormones
  7. Other Steroid Products - Steroid Hormones

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