Desogestrel

Desogestrel
Nama sistematis (IUPAC)
	(8S,9S,10R,13S,14S,17R)-13-etil-17-etinil-11-metilidena-1,2,3,6,7,8,9,10,12,14,15,16-dodekahidrosiklopenta[a]fenantren-17-ol
Data klinis
Nama dagang	Desirett, dll
AHFS/Drugs.com
MedlinePlus	a601050
Data lisensi	US Daily Med:pranala
Kat. kehamilan	?
Status hukum	POM (UK) ℞-only (US)
Rute	Oral
Data farmakokinetik
Bioavailabilitas	76% (kisaran 40–100%)
Ikatan protein	Desogestrel: 99%:; • Albumin: 99%; Etonogestrel: 95–98%:; • Albumin: 65–66%; • SHBG: 30–32%; • Bebas: 2–5%
Metabolisme	Hati, usus (5α- dan 5β-reduktase, enzim sitokrom P450, dll)
Waktu paruh	Desogestrel: 1,5 jam; Etonogestrel: 21–38 jam
Ekskresi	Urin: 50%; Feses: 35%
Pengenal
Nomor CAS	54024-22-5
Kode ATC	G03AC09
PubChem	CID 40973
Ligan IUPHAR	7065
DrugBank	DB00304
ChemSpider	37400
UNII	81K9V7M3A3
KEGG	D02367
ChEBI	CHEBI:4453
ChEMBL	CHEMBL1533
Sinonim	DSG; ORG-2969; 3-Deketo-11-metilena-17α-ethinil-18-metil-19-nortestosteron; 11-Metilena-17α-ethinil-18-metilestr-4-en-17β-ol
Data kimia
Rumus	C22H30O
	InChI InChI=1S/C22H30O/c1-4-21-14-15(3)20-17-9-7-6-8-16(17)10-11-18(20)19(21)12-13-22(21,23)5-2/h2,8,17-20,23H,3-4,6-7,9-14H2,1H3/t17-,18-,19-,20+,21-,22-/m0/s1 ; Key:RPLCPCMSCLEKRS-BPIQYHPVSA-N ;
Data fisik
Titik lebur	109–110 °C (228–230 °F)

Desogestrel adalah obat progestin yang digunakan dalam pil kontrasepsi oral gabungan. Obat ini juga digunakan dalam pengobatan gejala menopause pada wanita. Obat ini tersedia sebagai sediaan tunggal atau dalam kombinasi dengan estrogen.^[1]^[5] Obat ini diminum.^[1]

Efek samping desogestrel meliputi ketidakteraturan menstruasi, sakit kepala, mual, nyeri payudara, perubahan suasana hati, jerawat, peningkatan pertumbuhan rambut, dan lainnya. Desogestrel adalah progestin atau progestogen sintetis, dan karenanya merupakan agonis reseptor progesteron, target biologis progestogen seperti progesteron. Obat ini memiliki aktivitas androgenik dan glukokortikoid yang sangat lemah dan tidak memiliki aktivitas hormonal penting lainnya. Obat ini merupakan bakal obat etonogestrel (3-ketodesogestrel) di dalam tubuh.^[1]^[5]

Desogestrel ditemukan pada tahun 1972 dan diperkenalkan untuk penggunaan medis di Eropa pada tahun 1981.^[4]^[7]^[8] Obat ini mulai tersedia di Amerika Serikat pada tahun 1992.^[9]^[10]^[11] Desogestrel terkadang disebut sebagai progestin "generasi ketiga".^[12] Seperti noretisteron dan norgestrel, Desogestrel tersedia secara luas sebagai "pil mini" progestogen untuk pengendalian kelahiran.^[13]^[14]^[15] Desogestrel dipasarkan secara luas di seluruh dunia.^[16] Obat ini tersedia sebagai obat generik.^[17]

Referensi

^ ^a ^b ^c ^d ^e Stone SC (December 1995). "Desogestrel". Clinical Obstetrics and Gynecology. 38 (4): 821–828. doi:10.1097/00003081-199538040-00017. PMID 8616978.
^ McClamrock HD, Adashi EY (March 1993). "Pharmacokinetics of desogestrel". American Journal of Obstetrics and Gynecology. 168 (3 Pt 2): 1021–1028. doi:10.1016/0002-9378(93)90332-D. PMID 8447355.
^ Fotherby K (August 1996). "Bioavailability of orally administered sex steroids used in oral contraception and hormone replacement therapy". Contraception. 54 (2): 59–69. doi:10.1016/0010-7824(96)00136-9. PMID 8842581.
^ ^a ^b ^c ^d ^e ^f Runnebaum BC, Rabe T, Kiesel L (6 December 2012). Female Contraception: Update and Trends. Springer Science & Business Media. hlm. 156–163. ISBN 978-3-642-73790-9.
^ ^a ^b ^c ^d Kuhl H (February 1996). "Comparative pharmacology of newer progestogens". Drugs. 51 (2): 188–215. doi:10.2165/00003495-199651020-00002. PMID 8808163. S2CID 1019532.
^ Mosby's GenRx: A Comprehensive Reference for Generic and Brand Prescription Drugs. Mosby. 2001. hlm. 687. ISBN 978-0-323-00629-3. The elimination half-life for 3-keto-desogestrel is approximately 38 ± 20 hours at steady state.
^ Kuhl H (2011). "Pharmacology of progestogens" (PDF). Journal für Reproduktionsmedizin und Endokrinologie-Journal of Reproductive Medicine and Endocrinology. 8 (Special Issue 1): 157–176. Diarsipkan (PDF) dari versi aslinya tanggal 11 October 2016. Diakses tanggal 21 March 2018. Desogestrel was synthesized in 1972 at Organon [...]
^ Holtsclaw JA (2007). Progress Towards the Total Synthesis of Desogestrel and the Development of a New Chiral Dihydroimidazol-2-ylidene Ligand. University of Michigan. hlm. 25. In 1981, desogestrel was marketed as a new low dose oral contraceptive under the trade names Marvelon and Desogen.32
^ Kaplan B (1995). "Desogestrel, norgestimate, and gestodene: the newer progestins". The Annals of Pharmacotherapy. 29 (7–8): 736–742. doi:10.1177/106002809502907-817. PMID 8520092. S2CID 45885232.
^ Kornstein SG, Clayton AH (15 December 2004). Women's Mental Health: A Comprehensive Textbook. Guilford Press. hlm. 114–. ISBN 978-1-59385-144-6.
^ Archer DF (May 1994). "Clinical and metabolic features of desogestrel: a new oral contraceptive preparation". American Journal of Obstetrics and Gynecology. 170 (5 Pt 2): 1550–1555. doi:10.1016/S0002-9378(94)05018-0. PMID 8178905.
^ Carp HJ (9 April 2015). Progestogens in Obstetrics and Gynecology. Springer. hlm. 112, 136. ISBN 978-3-319-14385-9.
^ Grimes DA, Lopez LM, O'Brien PA, Raymond EG (November 2013). "Progestin-only pills for contraception". The Cochrane Database of Systematic Reviews (11): CD007541. doi:10.1002/14651858.CD007541.pub3. PMC 11975192. PMID 24226383.
^ Hussain SF (February 2004). "Progestogen-only pills and high blood pressure: is there an association? A literature review". Contraception. 69 (2): 89–97. doi:10.1016/j.contraception.2003.09.002. PMID 14759612.
^ "Opill: Package Insert / Prescribing Information". Drugs.com (dalam bahasa Inggris). Diakses tanggal 2024-09-30.
^ Kesalahan pengutipan: Tag <ref> tidak sah; tidak ditemukan teks untuk ref bernama Drugs.com
^ "Generic Desogen Availability". Diarsipkan dari versi aslinya tanggal 6 January 2018. Diakses tanggal 6 January 2018.

Pranala luar

Chez RA (May 1989). "Clinical aspects of three new progestogens: desogestrel, gestodene, and norgestimate". American Journal of Obstetrics and Gynecology. 160 (5 Pt 2): 1296–1300. doi:10.1016/S0002-9378(89)80016-X. PMID 2524163.
op ten Berg M (1991). "Desogestrel: using a selective progestogen in a combined oral contraceptive". Advances in Contraception. 7 (2–3): 241–250. doi:10.1007/BF01849414. PMID 1835255. S2CID 74471093.
Stone S (1993). "Clinical review of a monophasic oral contraceptive containing desogestrel and ethinyl estradiol". International Journal of Fertility and Menopausal Studies. 38 (Suppl 3): 117–121. PMID 8260969.
Collins D (March 1993). "Selectivity information on desogestrel". American Journal of Obstetrics and Gynecology. 168 (3 Pt 2): 1010–1016. doi:10.1016/0002-9378(93)90330-L. PMID 8447353.
McClamrock HD, Adashi EY (March 1993). "Pharmacokinetics of desogestrel". American Journal of Obstetrics and Gynecology. 168 (3 Pt 2): 1021–1028. doi:10.1016/0002-9378(93)90332-D. PMID 8447355.
Kaunitz AM (March 1993). "Combined oral contraception with desogestrel/ethinyl estradiol: tolerability profile". American Journal of Obstetrics and Gynecology. 168 (3 Pt 2): 1028–1033. doi:10.1016/0002-9378(93)90333-E. PMID 8447356.
Archer DF (May 1994). "Clinical and metabolic features of desogestrel: a new oral contraceptive preparation". American Journal of Obstetrics and Gynecology. 170 (5 Pt 2): 1550–1555. doi:10.1016/S0002-9378(94)05018-0. PMID 8178905.
Sobel NB (June 1994). "Progestins in preventive hormone therapy. Including pharmacology of the new progestins, desogestrel, norgestimate, and gestodene: are there advantages?". Obstetrics and Gynecology Clinics of North America. 21 (2): 299–319. doi:10.1016/S0889-8545(21)00630-6. PMID 7936546.
Fotherby K (January 1995). "Twelve years of clinical experience with an oral contraceptive containing 30 micrograms ethinyloestradiol and 150 micrograms desogestrel". Contraception. 51 (1): 3–12. doi:10.1016/0010-7824(94)00010-T. PMID 7750281.
Kaplan B (1995). "Desogestrel, norgestimate, and gestodene: the newer progestins". The Annals of Pharmacotherapy. 29 (7–8): 736–742. doi:10.1177/106002809502907-817. PMID 8520092. S2CID 45885232.
Stone SC (December 1995). "Desogestrel". Clinical Obstetrics and Gynecology. 38 (4): 821–828. doi:10.1097/00003081-199538040-00017. PMID 8616978.
Stanczyk FZ (May 1997). "Pharmacokinetics of the new progestogens and influence of gestodene and desogestrel on ethinylestradiol metabolism". Contraception. 55 (5): 273–282. doi:10.1016/S0010-7824(97)00030-9. PMID 9220223.
Lammers P, Blumenthal PD, Huggins GR (May 1998). "Developments in contraception: a comprehensive review of Desogen (desogestrel and ethinyl estradiol)". Contraception. 57 (5 Suppl): 1S – 27S. doi:10.1016/S0010-7824(98)00030-4. PMID 9673846.
Benagiano G, Primiero FM (November 2003). "Seventy-five microgram desogestrel minipill, a new perspective in estrogen-free contraception". Annals of the New York Academy of Sciences. 997 (1): 163–173. Bibcode:2003NYASA.997..163B. doi:10.1196/annals.1290.019. PMID 14644823. S2CID 25421859.
Scala C, Leone Roberti Maggiore U, Remorgida V, Venturini PL, Ferrero S (May 2013). "Drug safety evaluation of desogestrel". Expert Opinion on Drug Safety. 12 (3): 433–444. doi:10.1517/14740338.2013.788147. hdl:11567/576120. PMID 23560561. S2CID 25923595.
Grandi G, Cagnacci A, Volpe A (January 2014). "Pharmacokinetic evaluation of desogestrel as a female contraceptive". Expert Opinion on Drug Metabolism & Toxicology. 10 (1): 1–10. doi:10.1517/17425255.2013.844229. PMID 24102478. S2CID 275170.

[pmid8616978-1] Stone SC (December 1995). "Desogestrel". Clinical Obstetrics and Gynecology. 38 (4): 821–828. doi:10.1097/00003081-199538040-00017. PMID 8616978.

[pmid8447355-2] McClamrock HD, Adashi EY (March 1993). "Pharmacokinetics of desogestrel". American Journal of Obstetrics and Gynecology. 168 (3 Pt 2): 1021–1028. doi:10.1016/0002-9378(93)90332-D. PMID 8447355.

[pmid8842581-3] Fotherby K (August 1996). "Bioavailability of orally administered sex steroids used in oral contraception and hormone replacement therapy". Contraception. 54 (2): 59–69. doi:10.1016/0010-7824(96)00136-9. PMID 8842581.

[RunnebaumRabe2012-4] ^ ^a ^b ^c ^d ^e ^f Runnebaum BC, Rabe T, Kiesel L (6 December 2012). Female Contraception: Update and Trends. Springer Science & Business Media. hlm. 156–163. ISBN 978-3-642-73790-9.

[pmid8808163-5] Kuhl H (February 1996). "Comparative pharmacology of newer progestogens". Drugs. 51 (2): 188–215. doi:10.2165/00003495-199651020-00002. PMID 8808163. S2CID 1019532.

[Mosby2001-6] Mosby's GenRx: A Comprehensive Reference for Generic and Brand Prescription Drugs. Mosby. 2001. hlm. 687. ISBN 978-0-323-00629-3. The elimination half-life for 3-keto-desogestrel is approximately 38 ± 20 hours at steady state.

[Kuhl2011-7] Kuhl H (2011). "Pharmacology of progestogens" (PDF). Journal für Reproduktionsmedizin und Endokrinologie-Journal of Reproductive Medicine and Endocrinology. 8 (Special Issue 1): 157–176. Diarsipkan (PDF) dari versi aslinya tanggal 11 October 2016. Diakses tanggal 21 March 2018. Desogestrel was synthesized in 1972 at Organon [...]

[Holtsclaw2007-8] Holtsclaw JA (2007). Progress Towards the Total Synthesis of Desogestrel and the Development of a New Chiral Dihydroimidazol-2-ylidene Ligand. University of Michigan. hlm. 25. In 1981, desogestrel was marketed as a new low dose oral contraceptive under the trade names Marvelon and Desogen.32

[pmid8520092-9] Kaplan B (1995). "Desogestrel, norgestimate, and gestodene: the newer progestins". The Annals of Pharmacotherapy. 29 (7–8): 736–742. doi:10.1177/106002809502907-817. PMID 8520092. S2CID 45885232.

[KornsteinClayton2004-10] Kornstein SG, Clayton AH (15 December 2004). Women's Mental Health: A Comprehensive Textbook. Guilford Press. hlm. 114–. ISBN 978-1-59385-144-6.

[pmid8178905-11] Archer DF (May 1994). "Clinical and metabolic features of desogestrel: a new oral contraceptive preparation". American Journal of Obstetrics and Gynecology. 170 (5 Pt 2): 1550–1555. doi:10.1016/S0002-9378(94)05018-0. PMID 8178905.

[Carp2015-12] Carp HJ (9 April 2015). Progestogens in Obstetrics and Gynecology. Springer. hlm. 112, 136. ISBN 978-3-319-14385-9.

[pmid24226383-13] Grimes DA, Lopez LM, O'Brien PA, Raymond EG (November 2013). "Progestin-only pills for contraception". The Cochrane Database of Systematic Reviews (11): CD007541. doi:10.1002/14651858.CD007541.pub3. PMC 11975192. PMID 24226383.

[pmid14759612-14] Hussain SF (February 2004). "Progestogen-only pills and high blood pressure: is there an association? A literature review". Contraception. 69 (2): 89–97. doi:10.1016/j.contraception.2003.09.002. PMID 14759612.

[15] "Opill: Package Insert / Prescribing Information". Drugs.com (dalam bahasa Inggris). Diakses tanggal 2024-09-30.

[Drugs.com-16] Kesalahan pengutipan: Tag <ref> tidak sah; tidak ditemukan teks untuk ref bernama Drugs.com

[Drugs.com-Generic-17] "Generic Desogen Availability". Diarsipkan dari versi aslinya tanggal 6 January 2018. Diakses tanggal 6 January 2018.

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Desogestrel

Referensi

Pranala luar

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