エチノジオール。二酢酸エチノジオール
Wikipedia preview
出典(authority):フリー百科事典『ウィキペディア(Wikipedia)』「2013/10/31 17:57:28」(JST)
[Wiki en表示]
Etynodiol diacetate
|
Systematic (IUPAC) name |
(3β,17β)-17-ethynylestr-4-ene-3,17-diyl diacetate |
Clinical data |
Pregnancy cat. |
? |
Legal status |
℞ Prescription only |
Routes |
Oral |
Identifiers |
CAS number |
297-76-7
8056-92-6 |
ATC code |
G03DC06
G03AA01 G03FA06 (with an estrogen) |
PubChem |
CID 92709270 |
DrugBank |
DB00823 |
ChemSpider |
8913 |
Chemical data |
Formula |
C24H32O4 |
Mol. mass |
384.509 g/mol |
SMILES
- O=C(O[C@@H]4/C=C3\[C@@H]([C@H]2CC[C@]1([C@@H](CC[C@]1(C#C)OC(=O)C)[C@@H]2CC3)C)CC4)C
|
InChI
-
InChI=1S/C24H32O4/c1-5-24(28-16(3)26)13-11-22-21-8-6-17-14-18(27-15(2)25)7-9-19(17)20(21)10-12-23(22,24)4/h1,14,18-22H,6-13H2,2-4H3/t18-,19-,20+,21+,22-,23-,24-/m0/s1
Key:ONKUMRGIYFNPJW-KIEAKMPYSA-N
|
Ethynodiol diacetate (INN; sold as Continuin, Femulen, Luteonorm, Luto-Metrodiol, and Metrodiol), or ethynodiol diacetate (USAN, BAN), is a steroidal progestin which is used as a hormonal contraceptive.[1][2] Relative to other 19-nortestosterone derivatives, it has relatively little or no potency as an androgen,[3][4] and also unlike most progestins in general, has significant estrogenic effects.[5][3]
See also[edit]
References[edit]
- ^ F.. Macdonald (1997). Dictionary of Pharmacological Agents. CRC Press. p. 1454. ISBN 978-0-412-46630-4. Retrieved 12 May 2012.
- ^ Index Nominum 2000: International Drug Directory. Taylor & Francis US. 2000. p. 422. ISBN 978-3-88763-075-1. Retrieved 30 May 2012.
- ^ a b Kenneth L. Becker (24 April 2001). Principles and Practice of Endocrinology and Metabolism. Lippincott Williams & Wilkins. p. 1004. ISBN 978-0-7817-1750-2. Retrieved 30 May 2012.
- ^ Chaudhuri (1 January 2007). Practice Of Fertility Control: A Comprehensive Manual (7Th Edition). Elsevier India. p. 122. ISBN 978-81-312-1150-2. Retrieved 30 May 2012.
- ^ Allan H. Goroll; Albert G. Mulley (27 January 2009). Primary Care Medicine: Office Evaluation and Management of the Adult Patient. Lippincott Williams & Wilkins. p. 876. ISBN 978-0-7817-7513-7. Retrieved 30 May 2012.
Estrogens and progestogens (G03C-D, L02)
|
|
Progestogens |
Agonist |
1st |
- Norpregnene
- Norethisterone#/Norethisterone acetate
- Etynodiol diacetate
|
|
2nd |
- Norpregnene
- Levonorgestrel#/Norgestrel/Norelgestromin
|
|
3rd |
- 19-Nortestosterone
- Desogestrel/Etonogestrel
- Gestodene
- Norgestimate
|
|
4th |
- Androstene
- 19-Norprogesterone
- Nomegestrol acetate
- Promegestone
- Trimegestone
- 19-Nortestosterone
|
|
17-OH |
- Chlormadinone acetate
- Cyproterone acetate
- Medroxyprogesterone acetate#
- Megestrol acetate
|
|
Other/
ungrouped |
- Pregnenedione
- Pregnene
- Pregnadiene
- Norpregnane
- Lynestrenol
- Norethynodrel
- Tibolone
- Dydrogesterone
- Quingestanol
|
|
|
Antiprogestogens/
SPRMs |
- Antagonists
- Aglepristone
- Mifepristone
- Asoprisnil
- Telapristone
- Ulipristal acetate
|
|
|
Estrogens |
Agonists |
Steroidal |
- Diosgenin
- Estetrol
- Estradiol
- Estradiol acetate
- Estradiol benzoate
- Estradiol cypionate#
- Estradiol dipropionate
- Estradiol enanthate
- Estradiol hemihydrate
- Estradiol undecylate
- Estradiol valerate
- Polyestradiol phosphate
- Estriol
- Estrone
- Estriol
- Ethinylestradiol#
- Promestriene
- Equilenin
- Equilin
|
|
Nonsteroidal |
- Chlorotrianisene
- Dienestrol
- Fosfestrol
- Diethylstilbestrol
- Zeranol
|
|
|
Antiestrogens/
SERMs |
- Afimoxifene
- Arzoxifene
- Bazedoxifene
- Clomifene#
- Cyclofenil
- Epimestrol
- Lasofoxifene
- Mepitiostane
- Nafoxidine
- Ormeloxifene
- Raloxifene
- Tamoxifen
- Toremifene
- Pure antagonists: Fulvestrant
|
|
Aromatase inhibitors |
- Nonselective
- Aminoglutethimide
- Testolactone
- Selective
- Anastrozole
- Atamestane
- Exemestane
- Fadrozole
- Formestane
- Letrozole
- Minamestane
- Plomestane
- Vorozole
|
|
|
- #WHO-EM
- ‡Withdrawn from market
- Clinical trials:
- †Phase III
- §Never to phase III
|
|
noco/cong/npls, sysi/epon
|
proc/asst, drug (G1/G2B/G3CD)
|
|
|
|
Estrogenics
|
|
Receptor |
ER (α, β)
|
|
|
GPER
|
- Agonists: Estradiol
- Fulvestrant
- G-1
- Genistein
- Quercetin
- Tamoxifen
|
|
|
Enzyme
(inhibitors) |
20,22-Desmolase
|
- 22-ABC
- 3,3′-Dimethoxybenzidine
- 3-Methoxybenzidine
- Aminoglutethimide
- Cyanoketone
- Danazol
- Etomidate
- Mitotane
- Trilostane
|
|
17α-Hydroxylase,
17,20-Lyase
|
- 22-ABC
- 22-Oxime
- Abiraterone
- Bifonazole
- Clotrimazole
- Cyanoketone
- Cyproterone
- Danazol
- Econazole
- Galeterone
- Gestrinone
- Isoconazole
- Ketoconazole
- L-39
- Liarozole
- LY-207,320
- MDL-27,302
- Miconazole
- Mifepristone
- Orteronel
- Pioglitazone
- Rosiglitazone
- Spironolactone
- Stanozolol
- SU-10,603
- TGF-β
- Tioconazole
- Troglitazone
- VN/87-1
- YM116
|
|
3β-HSD
|
- 4-MA
- Azastene
- Cyanoketone
- Danazol
- Epostane
- Genistein
- Gestrinone
- Metyrapone
- Oxymetholone
- Pioglitazone
- Rosiglitazone
- Trilostane
- Troglitazone
|
|
17β-HSD
|
|
|
Aromatase
|
- 1,4,6-Androstatriene-3,17-dione
- 4-Androstene-3,6,17-trione
- 4-Cyclohexylaniline
- 4-Hydroxytestosterone
- 5α-DHNET
- Abyssinone II
- Aminoglutethimide
- Anastrozole
- Ascorbic acid (Vitamin C)
- Atamestane
- Bifonazole
- CGP-45,688
- CGS-47,645
- Clotrimazole
- DHT
- Difeconazole
- Econazole
- Exemestane
- Fadrozole
- Fenarimol
- Finrozole
- Formestane
- Imazalil
- Isoconazole
- Ketoconazole
- Letrozole
- Liarozole
- MEN-11066
- Miconazole
- Minamestane
- Nimorazole
- NKS01
- ORG-33,201
- Penconazole
- Plomestane
- Prochloraz
- Propioconazole
- Pyridoglutethimide
- Rogletimide
- Rotenone
- Talarozole
- Testolactone
- Tioconazole
- Triadimefon
- Triadimenol
- Troglitazone
- Vorozole
- YM511
- Zinc
Note: 5α-reductase and 21-hydroxylase inhibitors may also affect estrogen levels as they prevent metabolism of estrogen steroid precursors.
|
|
|
Other |
Endogenous
|
- Estrogens: 5α-Androstane-3β,17β-diol
- DHEA
- Estetrol
- Estradiol
- Estriol
- Estrone
- Antiestrogens: 2-Hydroxyestrone
- 16-Hydroxyestrone
- Precursors: Cholesterol
- 22R-Hydroxycholesterol
- 20α,22R-Dihydroxycholesterol
- Pregnenolone
- 17-Hydroxypregnenolone
- Progesterone
- 17-Hydroxyprogesterone
- Cortodoxone/Deoxycortisol
- DHEA
- DHEA sulfate
- 16-Hydroxy-DHEA
- 16-Hydroxy-DHEA sulfate
- Androstenediol
- Androstenedione
- 16-Hydroxyandrostenedione
- Testosterone
|
|
Indirect
|
- Androgens/Antiandrogens (see here)
- Calcitriol (a form of Vitamin D)
- GnRH agonists/antagonists (see here)
- Gonadotropins//Antigonadotropins (see here)
- Plasma proteins (SHBG, ABP, Albumin)
- Progestogens/Antiprogestins (see here)
- Prolactin
|
|
Procedures
|
- Adrenalectomy
- Hypophysectomy
- Oophorectomy
- Orchiectomy
|
|
|
Progestogenics
|
|
Receptor |
|
|
Enzyme
(inhibitors) |
20,22-Desmolase
|
- 22-ABC
- 3,3′-Dimethoxybenzidine
- 3-Methoxybenzidine
- Aminoglutethimide
- Cyanoketone
- Danazol
- Etomidate
- Mitotane
- Trilostane
|
|
17α-Hydroxylase,
17,20-Lyase
|
- 22-ABC
- 22-Oxime
- Abiraterone
- Bifonazole
- Clotrimazole
- Cyanoketone
- Cyproterone acetate
- Danazol
- Econazole
- Galeterone
- Gestrinone
- Isoconazole
- Ketoconazole
- L-39
- Levonorgestrel
- Liarozole
- LY-207,320
- MDL-27,302
- Miconazole
- Mifepristone
- Orteronel
- Pioglitazone
- Rosiglitazone
- Spironolactone
- Stanozolol
- SU-10,603
- TGF-β
- Tioconazole
- Troglitazone
- VN/87-1
- YM116
|
|
3β-HSD
|
- 4-MA
- Azastene
- Cyanoketone
- Danazol
- Epostane
- Genistein
- Gestrinone
- Metyrapone
- Norethisterone
- Oxymetholone
- Pioglitazone
- Rosiglitazone
- Trilostane
- Troglitazone
|
|
21-Hydroxylase
|
- Aminoglutethimide
- Amphenone B
- Bifonazole
- Clotrimazole
- Diazepam
- Econazole
- Genistein
- Isoconazole
- Ketoconazole
- Metyrapone
- Miconazole
- Midazolam
- Tioconazole
|
|
|
Other |
Endogenous
|
- Progestogens: Deoxycorticosterone
- 17-Hydroxyprogesterone
- Progesterone
- Precursors: Cholesterol
- 22R-Hydroxycholesterol
- 20α,22R-Dihydroxycholesterol
- Pregnenolone
- 17-Hydroxypregnenolone
|
|
Indirect
|
- Androgens/Antiandrogens (see here)
- Estrogens/Antiestrogens (see here)
- GnRH agonists/antagonists (see here)
- Gonadotropins/Antigonadotropins (see here)
- Plasma proteins (Transcortin, Albumin)
|
|
Procedures
|
- Adrenalectomy
- Hypophysectomy
- Oophorectomy
- Orchiectomy
|
|
|
UpToDate Contents
全文を閲覧するには購読必要です。 To read the full text you will need to subscribe.
English Journal
- Relationship between use of different oral contraceptive formulations and breast cancer risk among young women.
- E B, D B, W B, K M, S R, C L.AbstractPURPOSE: Prior studies suggest that recent oral contraceptive (OC) use is associated with a modest increased risk of breast cancer among young women. However, the majority of these reports have relied on self-reported use and have not characterized risks associated with newer OC formulations.
- Cancer epidemiology, biomarkers & prevention : a publication of the American Association for Cancer Research, cosponsored by the American Society of Preventive Oncology.Cancer Epidemiol Biomarkers Prev.2012 Mar;21(3):566. Epub 2012 Feb 15.
- PURPOSE: Prior studies suggest that recent oral contraceptive (OC) use is associated with a modest increased risk of breast cancer among young women. However, the majority of these reports have relied on self-reported use and have not characterized risks associated with newer OC formulations.METHODS
- PMID 22337552
Japanese Journal
- 小用量のEthynodiol diacetateとEthinyl estradiolの合剤による経口避妊
Related Links
- 15 Dec 2010 ... Physician reviewed ethinyl estradiol and ethynodiol diacetate patient information - includes ethinyl estradiol and ethynodiol diacetate description, dosage and directions.
★リンクテーブル★
[★]
- 英
- ethynodiol、etynodiol、ethynodiol diacetate
- 関
- 酢酸エチノジオール、二酢酸エチノジオール
[★]
- 英
- ethynodiol diacetate
- 関
- エチノジオール、二酢酸エチノジオール
[★]
- 英
- ethynodiol diacetate
- 関
- エチノジオール、酢酸エチノジオール
[★]
酢酸エチノジオール系合剤
[★]
二酢酸塩、二酢酸エステル、二酢酸、ジアセテート