炔诺孕酮
中文名称:
炔诺孕酮
中文同义词:
DL-甲基炔诺酮;高诺酮;药典标准品;炔诺孕酮溶液,100PPM;左炔孕酮;甲炔诺酮;炔诺孕酮(甾体);左炔诺孕酮D6((-)甲基炔诺酮2,2,4,6,6,10 D6)
英文名称:
Norgestrel
英文同义词:
dl-13b-ethyl-17a-ethynyl-17b-hydroxygon-4-en-3-one;4-GONEN-13BETA-ETHYL-17ALPHA-ETHYNYL-17BETA-OL-3-ONE;4-PREGNEN-13BETA-ETHYL-18,19-DINOR 17BETA-OL-3-ONE-20-YNE;4-ESTREN-17-ALPHA-ETHYNYL-18-HOMO-17-BETA-OL-3-ONE(+/-);D(-)-NORGESTREL;D-NORGESTREL;(+-)-13-ethyl-17-hydroxy-18,19-dinor-17-alpha-pregn-4-en-20-yn-3-one;13-ethyl-17-hydroxy-19-dinorpregn-4-en-20-yn-3-on(17-alpha)-(+-)-1
CAS号:
6533-00-2
分子式:
C21H28O2
分子量:
312.45
EINECS号:
229-433-5
相关类别:
甾体激素类;甾体激素 (激素，糖皮激素);对照品-杂质对照品;原料药;小分子抑制剂，天然产物;医药原料;标准品;Hormone;Intermediates Fine Chemicals;Pharmaceuticals;Steroids;Chiral Reagents;Glucuronides;Metabolites Impurities;SARIDON;Inhibitors;中药对照品;药物杂质及中间体;原料药;陕西林奈主打产品
Mol文件:
6533-00-2.mol
熔点
239-241 °C(lit.)
沸点
392.36°C (rough estimate)
密度
1.0697 (rough estimate)
折射率
1.4900 (estimate)
储存条件
2-8°C
酸度系数(pKa)
13.09±0.40(Predicted)
形态
neat
颜色
Crystals from diethyl ether-hexane
InChIKey
WWYNJERNGUHSAO-XUDSTZEESA-N
CAS 数据库
6533-00-2(CAS DataBase Reference)
EPA化学物质信息
Norgestrel (6533-00-2)
概述
左炔诺孕酮是一种速效、短期口服避孕药，避孕机制是显著抑制排卵和阻止孕卵着床，并使宫颈黏液稠度增加，精子穿透阻力增大，从而发挥速效避孕作用。单用孕激素或用孕激素与雌激素配伍，现已制成品种繁多的女性避孕药，以口服、外用和注射的方式达到避孕目的的药物，目前只用于妇女。
生物活性
Norgestrel 是孕酮的合成类似物，是口服避孕药中常见的化合物，也是一种强大的神经保护性抗氧化剂，可防止光诱导的感光细胞中的 ROS 的生成以及细胞死亡。
体外研究
Norgestrel (20 µM; 24 hours; 661W cells) treatment significantly increases cellular viability after serum deprivation and so it is demonstrated that Norgestrel is neuroprotective to stressed 661W cells.
Norgestrel (20 µM; 24 hours; 661W cells) treatment decreases apoptotic induced cleavage of PARP and caspase-3.
Norgestrel (20 µM; 6 hours; 661W cells) treatment bFGF is results in a significant upregulation of bFGF mRNA in photoreceptor cells.
Cell Viability Assay
Cell Line: 661W cells
Concentration: 20 µM
Incubation Time: 24 hours
Result: Significantly increased cellular viability after serum deprivation.
Western Blot Analysis
Cell Line: 661W cells
Concentration: 20 µM
Incubation Time: 24 hours
Result: Decreased apoptotic induced cleavage of PARP and caspase-3.
RT-PCR
Cell Line: 661W cells
Concentration: 20 µM
Incubation Time: 6 hours
Result: A significant upregulation of bFGF mRNA over 1 hour.
Cell Line:
661W cells
Concentration:
20 µM
Incubation Time:
24 hours
Result:
Significantly increased cellular viability after serum deprivation.
Cell Line:
661W cells
Concentration:
20 µM
Incubation Time:
24 hours
Result:
Decreased apoptotic induced cleavage of PARP and caspase-3.
Cell Line:
661W cells
Concentration:
20 µM
Incubation Time:
6 hours
Result:
A significant upregulation of bFGF mRNA over 1 hour.
体内研究
Norgestrel (100 mg/kg; intraperitoneal injection; for 6, 24 or 48 hours; Balb/c mice) treatment can prevent light-induced ROS in photoreceptor cells, and subsequent cell death. Norgestrel acts via post-translational modulation of the major antioxidant transcription factor Nrf2; bringing about its phosphorylation, subsequent nuclear translocation, and increases levels of its effector protein superoxide dismutase 2 (SOD 2 ).
Animal Model: Balb/c mice are born into and maintained in dim cyclic light
Dosage: 100 mg/kg;
Administration: Intraperitoneal injection; for 6, 24 or 48 hours
Result: Increased expression and activation of Nrf2 via phosphorylation on serine 40, increased expression of its target antioxidant superoxide dismutase 2 (SOD 2 ), and reduced mitochondrial oxidative stress.
Animal Model:
Balb/c mice are born into and maintained in dim cyclic light
Dosage:
100 mg/kg;
Administration:
Intraperitoneal injection; for 6, 24 or 48 hours
Result:
Increased expression and activation of Nrf2 via phosphorylation on serine 40, increased expression of its target antioxidant superoxide dismutase 2 (SOD 2 ), and reduced mitochondrial oxidative stress.
用途
避孕药。
危险品标志
Xn
危险类别码
20/21/22-40
安全说明
22-36
WGK Germany
3
RTECS号
JF8259000
海关编码
2937230000
毒害物质数据
6533-00-2(Hazardous Substances Data)
毒性
LD50 oral in rat: 5010mg/kg
