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Levonorgestrel

CAS 797-63-7C21H28O2MW 312.4

Levonorgestrel(CAS 797-63-7):分子式 C21H28O2、分子量 312.4。

产品概览

CAS号797-63-7
分子式C21H28O2
分子量312.4
熔点232-239
沸点459.1
LogP3.8
应用领域Uses: MEDICATION、Used as a combined oral contraceptive with ethinylestradiol in monophasic、biphasic、and triphasic regimens. It is also used as a 'progestin-only' contraceptive pill and subdermal implant.、MEDICATION、Use (kg、approx.) in Germany (2009): >50、Consumption (g per capita、approx.) in Germany (2009): 0.000611、Calculated removal (%): 24.5、For the treatment of menopausal and postmenopausal disorders and alone or in combination with other hormones as an oral contraceptive.、Use Classification: Pharmaceuticals、Methods of Manufacturing: In a representative chemical synthesis、6-methoxy-alpha-tetralone is reacted with vinylmagnesium bromide、and the resulting 1、2、3、4-tetrahydro-6-methoxy-1-vinyl-1-naphthol is condensed with 2-ethyl-1、3-cyclopentanedione to form initially a tricyclic intermediate (secosteroid) containing all of the gonane skeleton carbon atoms. Cyclization of the secosteroid via dehydration yields a 13-ethylgona-1、5(10)-8、14-pentaene structure which is then successively reduced and ethynylated.、Prepn: H. Smith、Belg. pat. 623、844 (1963)、C.A. 61、4427c (1964)、G.A. Hughes、H. Smith、U.S. pat. 3、959、322 (1976 to Herchel Smith)、The activity of norgestrel is found in the levorotatory form D-l-norgestrel or levonorgestrel. Synthesis of the levorotatory form involves meta-cresol methyl ether、dimethyl malonate and trans-1、4-dibromo-2-butene as starting materials. The steroid skeleton was constructed by using an intramolecular Diels-Alder reaction of an ortho-quinodimethane derivative、preceded by photo-enolization of an appropriate methyl-substituted acetophenone derivative. Chirality was introduced at an early stage during a nucleophilic substitution reaction. It is not known if this synthesis is used commercially.、Impurities: Reported impurities include: 13-ethyl-3、4-diethynyl-18、19-dinor-17alpha-pregn-5-en-20- yn-3beta、4alpha、17-triol、13-ethyl-3、19-dinor-17alpha-pregn-5-en-20-yn-3alpha、17- triol 13-ethyl-18、19-dinor-17alpha-pregn-4-en-20-yn-17-ol、13-ethyl-3-ethynyl-18、19-dinor-17alpha-pregna-3、5-dien-20-yn-17-ol、13-ethyl-17-hydroxy-18、19-dinor-17alpha-pregna-4、8(14)- dien-20-yn-3-one and 13-ethyl-17-hydroxy-18、19-dinor-17alpha-pregn-5(10)-en-20-yn-3-one.、Formulations、Preparations: Mixture of levonorgestrel with ethinyl estradiol. Levlen、Logynon、Microgynon、Nordette、Ovran、Ovranette、Tetre-gynon、Tri-Levlen、Trinordiol、Triphasil. Clinical trial in acne treatment.、Mixture with ethinyl estradiol. Lo、Ovral、Stediril. Clinical efficiacy as oral contraceptive.、Norgestrel is available commercially as a single-ingredient tablet and as a component of combination tablets with ethinylestradiol、estradiol valerate or as combined injectable solution with ethinylestradiol.、Oral: Tablets: Norgestrel and Ethinyl Estradiol 0.3 mg、0.03 mg、Low-ogestrel (Watson Pharma).、Oral: Tablets: 2 mg estradiol valerate (white tablets taken day 1-11)、500 ug norgestrel + 2 mg estradiol valerate (pale brown tablets taken day 12-21)、Cyclo-Progynova (Meda Pharmaceuticals).、Levonorgestrel is available commercially as a single-ingredient tablet and in combined tablets with estradiol、estradiol valerate、estriol and ethinylestradiol ... It is also available as an intrauterine system and as a flexible、closed-capsule implant made of silicone rubber tubing.、Plan B (levonorgestrel) tablets、0.75 mg、are available for a single course of treatment in PVC、aluminum foil blister packages of two tablets each.、General Manufacturing Information: A synthetic steroid hormone used as an ingredient of oral contraceptives、The activity of norgestrel is found in the levorotatory form D-l-norgestrel or levonorgestrel.、...was manufactured or formulated in Augentina、Australia、Austria、Belgium、Brazil、Canada、Finland、France、German、India、Mexico、the Netherlands、New Zealand、Portugal、South Africa、Spain、Switzerland、the United Kingdom and the U.S.

应用领域

登记用途:Uses: MEDICATION、Used as a combined oral contraceptive with ethinylestradiol in monophasic、biphasic、and triphasic regimens. It is also used as a 'progestin-only' contraceptive pill and subdermal implant.、MEDICATION、Use (kg、approx.) in Germany (2009): >50、Consumption (g per capita、approx.) in Germany (2009): 0.000611、Calculated removal (%): 24.5、For the treatment of menopausal and postmenopausal disorders and alone or in combination with other hormones as an oral contraceptive.、Use Classification: Pharmaceuticals、Methods of Manufacturing: In a representative chemical synthesis、6-methoxy-alpha-tetralone is reacted with vinylmagnesium bromide、and the resulting 1、2、3、4-tetrahydro-6-methoxy-1-vinyl-1-naphthol is condensed with 2-ethyl-1、3-cyclopentanedione to form initially a tricyclic intermediate (secosteroid) containing all of the gonane skeleton carbon atoms. Cyclization of the secosteroid via dehydration yields a 13-ethylgona-1、5(10)-8、14-pentaene structure which is then successively reduced and ethynylated.、Prepn: H. Smith、Belg. pat. 623、844 (1963)、C.A. 61、4427c (1964)、G.A. Hughes、H. Smith、U.S. pat. 3、959、322 (1976 to Herchel Smith)、The activity of norgestrel is found in the levorotatory form D-l-norgestrel or levonorgestrel. Synthesis of the levorotatory form involves meta-cresol methyl ether、dimethyl malonate and trans-1、4-dibromo-2-butene as starting materials. The steroid skeleton was constructed by using an intramolecular Diels-Alder reaction of an ortho-quinodimethane derivative、preceded by photo-enolization of an appropriate methyl-substituted acetophenone derivative. Chirality was introduced at an early stage during a nucleophilic substitution reaction. It is not known if this synthesis is used commercially.、Impurities: Reported impurities include: 13-ethyl-3、4-diethynyl-18、19-dinor-17alpha-pregn-5-en-20- yn-3beta、4alpha、17-triol、13-ethyl-3、19-dinor-17alpha-pregn-5-en-20-yn-3alpha、17- triol 13-ethyl-18、19-dinor-17alpha-pregn-4-en-20-yn-17-ol、13-ethyl-3-ethynyl-18、19-dinor-17alpha-pregna-3、5-dien-20-yn-17-ol、13-ethyl-17-hydroxy-18、19-dinor-17alpha-pregna-4、8(14)- dien-20-yn-3-one and 13-ethyl-17-hydroxy-18、19-dinor-17alpha-pregn-5(10)-en-20-yn-3-one.、Formulations、Preparations: Mixture of levonorgestrel with ethinyl estradiol. Levlen、Logynon、Microgynon、Nordette、Ovran、Ovranette、Tetre-gynon、Tri-Levlen、Trinordiol、Triphasil. Clinical trial in acne treatment.、Mixture with ethinyl estradiol. Lo、Ovral、Stediril. Clinical efficiacy as oral contraceptive.、Norgestrel is available commercially as a single-ingredient tablet and as a component of combination tablets with ethinylestradiol、estradiol valerate or as combined injectable solution with ethinylestradiol.、Oral: Tablets: Norgestrel and Ethinyl Estradiol 0.3 mg、0.03 mg、Low-ogestrel (Watson Pharma).、Oral: Tablets: 2 mg estradiol valerate (white tablets taken day 1-11)、500 ug norgestrel + 2 mg estradiol valerate (pale brown tablets taken day 12-21)、Cyclo-Progynova (Meda Pharmaceuticals).、Levonorgestrel is available commercially as a single-ingredient tablet and in combined tablets with estradiol、estradiol valerate、estriol and ethinylestradiol ... It is also available as an intrauterine system and as a flexible、closed-capsule implant made of silicone rubber tubing.、Plan B (levonorgestrel) tablets、0.75 mg、are available for a single course of treatment in PVC、aluminum foil blister packages of two tablets each.、General Manufacturing Information: A synthetic steroid hormone used as an ingredient of oral contraceptives、The activity of norgestrel is found in the levorotatory form D-l-norgestrel or levonorgestrel.、...was manufactured or formulated in Augentina、Australia、Austria、Belgium、Brazil、Canada、Finland、France、German、India、Mexico、the Netherlands、New Zealand、Portugal、South Africa、Spain、Switzerland、the United Kingdom and the U.S.。

技术档案

这个产品是什么

Levonorgestrel 是一种化工化合物,登记 CAS 号为 797-63-7,分子式 C21H28O2(分子量 312.4)。

识别信息

登记 CAS 号:797-63-7

其分子式 C21H28O2 由 21 个碳、28 个氢、2 个氧 组成。

别名/同义词:Levonorgestrel · D(minus)-norgestrel

常见问题

Levonorgestrel 的 CAS 号是多少?

Levonorgestrel 的 CAS 登记号为 797-63-7。

Levonorgestrel 的分子式与分子量是多少?

分子式 C21H28O2,分子量 312.4。

Levonorgestrel 还有哪些别名?

别名/同义词:Levonorgestrel、D(minus)-norgestrel。

Levonorgestrel 的登记用途是什么?

登记用途:Uses: MEDICATION、Used as a combined oral contraceptive with ethinylestradiol in monophasic、biphasic、and triphasic regimens. It is also used as a 'progestin-only' contraceptive pill and subdermal implant.、MEDICATION、Use (kg、approx.) in Germany (2009): >50、Consumption (g per capita、approx.) in Germany (2009): 0.000611、Calculated removal (%): 24.5、For the treatment of menopausal and postmenopausal disorders and alone or in combination with other hormones as an oral contraceptive.、Use Classification: Pharmaceuticals、Methods of Manufacturing: In a representative chemical synthesis、6-methoxy-alpha-tetralone is reacted with vinylmagnesium bromide、and the resulting 1、2、3、4-tetrahydro-6-methoxy-1-vinyl-1-naphthol is condensed with 2-ethyl-1、3-cyclopentanedione to form initially a tricyclic intermediate (secosteroid) containing all of the gonane skeleton carbon atoms. Cyclization of the secosteroid via dehydration yields a 13-ethylgona-1、5(10)-8、14-pentaene structure which is then successively reduced and ethynylated.、Prepn: H. Smith、Belg. pat. 623、844 (1963)、C.A. 61、4427c (1964)、G.A. Hughes、H. Smith、U.S. pat. 3、959、322 (1976 to Herchel Smith)、The activity of norgestrel is found in the levorotatory form D-l-norgestrel or levonorgestrel. Synthesis of the levorotatory form involves meta-cresol methyl ether、dimethyl malonate and trans-1、4-dibromo-2-butene as starting materials. The steroid skeleton was constructed by using an intramolecular Diels-Alder reaction of an ortho-quinodimethane derivative、preceded by photo-enolization of an appropriate methyl-substituted acetophenone derivative. Chirality was introduced at an early stage during a nucleophilic substitution reaction. It is not known if this synthesis is used commercially.、Impurities: Reported impurities include: 13-ethyl-3、4-diethynyl-18、19-dinor-17alpha-pregn-5-en-20- yn-3beta、4alpha、17-triol、13-ethyl-3、19-dinor-17alpha-pregn-5-en-20-yn-3alpha、17- triol 13-ethyl-18、19-dinor-17alpha-pregn-4-en-20-yn-17-ol、13-ethyl-3-ethynyl-18、19-dinor-17alpha-pregna-3、5-dien-20-yn-17-ol、13-ethyl-17-hydroxy-18、19-dinor-17alpha-pregna-4、8(14)- dien-20-yn-3-one and 13-ethyl-17-hydroxy-18、19-dinor-17alpha-pregn-5(10)-en-20-yn-3-one.、Formulations、Preparations: Mixture of levonorgestrel with ethinyl estradiol. Levlen、Logynon、Microgynon、Nordette、Ovran、Ovranette、Tetre-gynon、Tri-Levlen、Trinordiol、Triphasil. Clinical trial in acne treatment.、Mixture with ethinyl estradiol. Lo、Ovral、Stediril. Clinical efficiacy as oral contraceptive.、Norgestrel is available commercially as a single-ingredient tablet and as a component of combination tablets with ethinylestradiol、estradiol valerate or as combined injectable solution with ethinylestradiol.、Oral: Tablets: Norgestrel and Ethinyl Estradiol 0.3 mg、0.03 mg、Low-ogestrel (Watson Pharma).、Oral: Tablets: 2 mg estradiol valerate (white tablets taken day 1-11)、500 ug norgestrel + 2 mg estradiol valerate (pale brown tablets taken day 12-21)、Cyclo-Progynova (Meda Pharmaceuticals).、Levonorgestrel is available commercially as a single-ingredient tablet and in combined tablets with estradiol、estradiol valerate、estriol and ethinylestradiol ... It is also available as an intrauterine system and as a flexible、closed-capsule implant made of silicone rubber tubing.、Plan B (levonorgestrel) tablets、0.75 mg、are available for a single course of treatment in PVC、aluminum foil blister packages of two tablets each.、General Manufacturing Information: A synthetic steroid hormone used as an ingredient of oral contraceptives、The activity of norgestrel is found in the levorotatory form D-l-norgestrel or levonorgestrel.、...was manufactured or formulated in Augentina、Australia、Austria、Belgium、Brazil、Canada、Finland、France、German、India、Mexico、the Netherlands、New Zealand、Portugal、South Africa、Spain、Switzerland、the United Kingdom and the U.S.。

PubChem 公开数据

Levonorgestrel(CAS 797-63-7)的独立参考数据,整理自公开化学数据库。

各数据库的登记标识

CAS Registry Number797-63-7
PubChem CID13109
Molecular formulaC21H28O2
IUPAC name(8R,9S,10R,13S,14S,17R)-13-ethyl-17-ethynyl-17-hydroxy-1,2,6,7,8,9,10,11,12,14,15,16-dodecahydrocyclopenta[a]phenanthren-3-one
UNII (FDA)3J8Q1747Z2

计算分子描述符

Molecular Weight312.4
XLogP33.3
Hydrogen Bond Donor Count1
Hydrogen Bond Acceptor Count2
Rotatable Bond Count2
Exact Mass312.208930132
Monoisotopic Mass312.208930132
Topological Polar Surface Area37.3
Heavy Atom Count23

在册的理化数值

Boiling Point459.1
Melting Point232-239
Melting Point205-207 °C
Melting Point206 °C
Melting Point240 °C
Solubility2.05
Solubility5.83e-03 g/L
LogP3.8
LogP3.62
Dissociation Constants17.91,-1.5

在册的记载用途

    Used as a combined oral contraceptive with ethinylestradiol in monophasic, biphasic, and triphasic regimens. It is also used as a 'progestin-only' contraceptive pill and subdermal implant.Use (kg; approx.) in Germany (2009): >50

    同义词与商品名

    Levonorgestrel; 797-63-7; D-Norgestrel; Mirena; Microval; NORPLANT; Plan B; (-)-Norgestrel; D-(-)-Norgestrel; Levonova; Jadelle; d(-)-Norgestrel; Microlut; Levonorgestrelum; 18-Methylnorethisterone; Norplant II

    GHS 危害分类

    Reported hazard statementsH302 (20.2%), H312 (61.8%), H332 (61.8%), H351 (97.8%), H360 (94.4%), H362 (31.5%), H315 (11.1%), H319 (11.1%)

    H302 (20.2%): Harmful if swallowed [Warning Acute toxicity, oral]

    H312 (61.8%): Harmful in contact with skin [Warning Acute toxicity, dermal]

    公开数据库对它的描述

    Levonorgestrel · CAS 797-63-7 · C21H28O2. UNII 3J8Q1747Z2. Boiling Point: 459.1; Melting Point: 232-239; Melting Point: 205-207 °C.

    物理形态与操作说明

    数据来源:PubChem / Wikidata;与随货 COA 不一致时以 COA 为准。

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