Triptorelin

Triptorelin
Clinical data
Trade names	Decapeptyl, Gonapeptyl, others
AHFS/Drugs.com	Micromedex Detailed Consumer Information
Pregnancy; category	X;
Drug class	GnRH analogue; GnRH agonist; Antigonadotropin
ATC code	L02AE04 (WHO) QH01CA97 (WHO);
Legal status
Legal status	In general: ℞ (Prescription only);
Pharmacokinetic data
Excretion	Kidney
Identifiers
	IUPAC name 5-oxo-D-prolyl-L-histidyl-Ltryptophyl-L-seryl-Ltyrosyl-3-(1H-indol-2-yl)-L-alanylleucyl-L-arginyl-L-prolylglycinamide;
CAS Number	57773-63-4 ;
PubChem CID	25074470;
IUPHAR/BPS	1177;
DrugBank	DB06825 ;
ChemSpider	17290424 ;
UNII	9081Y98W2V;
KEGG	D06247 ;
ChEBI	CHEBI:63633 ;
ChEMBL	CHEMBL1201334 ;
ECHA InfoCard	100.165.044
Chemical and physical data
Formula	C64H82N18O13
Molar mass	1311.5 g/mol
3D model (JSmol)	Interactive image;
	SMILES CC(C)C[C@@H](C(=O)N[C@@H](CCCNC(=N)N)C(=O)N1CCC[C@H]1C(=O)NCC(=O)N)NC(=O)[C@@H](Cc2c[nH]c3c2cccc3)NC(=O)[C@H](Cc4ccc(cc4)O)NC(=O)[C@H](CO)NC(=O)[C@H](Cc5c[nH]c6c5cccc6)NC(=O)[C@H](Cc7cnc[nH]7)NC(=O)[C@@H]8CCC(=O)N8;
	InChI InChI=1S/C64H82N18O13/c1-34(2)23-46(56(88)75-45(13-7-21-69-64(66)67)63(95)82-22-8-14-52(82)62(94)72-31-53(65)85)76-58(90)48(25-36-28-70-42-11-5-3-9-40(36)42)78-57(89)47(24-35-15-17-39(84)18-16-35)77-61(93)51(32-83)81-59(91)49(26-37-29-71-43-12-6-4-10-41(37)43)79-60(92)50(27-38-30-68-33-73-38)80-55(87)44-19-20-54(86)74-44/h3-6,9-12,15-18,28-30,33-34,44-52,70-71,83-84H,7-8,13-14,19-27,31-32H2,1-2H3,(H2,65,85)(H,68,73)(H,72,94)(H,74,86)(H,75,88)(H,76,90)(H,77,93)(H,78,89)(H,79,92)(H,80,87)(H,81,91)(H4,66,67,69)/t44-,45-,46-,47-,48+,49-,50-,51-,52-/m0/s1 ; Key:VXKHXGOKWPXYNA-PGBVPBMZSA-N ;
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Triptorelin, sold under the brand names Decapeptyl and Gonapeptyl among others, is a medication that causes stimulation of the pituitary, thus decreasing secretion of luteinizing hormone (LH) and follicle-stimulating hormone (FSH).

It is a decapeptide (pGlu-His-Trp-Ser-Tyr-D-Trp-Leu-Arg-Pro-Gly-NH₂) and a gonadotropin-releasing hormone agonist (GnRH agonist) used as the acetate or pamoate salts.

Medical uses

Triptorelin is used to treat prostate cancer.^[1]

It is also commonly used in the United Kingdom, in conjunction with estradiol valerate, as part of hormone replacement therapy, to suppress testosterone in transgender people. It can help to relieve gender dysphoria caused by the physiological and psychological impact of testosterone on the body. It can prevent the advancement of androgen-related hair loss, soften the skin, and enable estrogen to have a more pronounced effect on breast growth and other fat redistribution. Spironolactone and cyproterone acetate are other drugs used by trans people to suppress testosterone, but these drugs have a completely different mechanism of action.^[2]

Triptorelin has been used as a chemical castration agent for reducing sexual urges in sex offenders.^[3]

Society and culture

Brand names

Triptorelin is marketed under the brand names Decapeptyl (Ipsen) and Diphereline and Gonapeptyl (Ferring Pharmaceuticals). In the United States, it is sold by Watson Pharmaceuticals as Trelstar. In Iran, triptorelin is marketed under the brand name Variopeptyl.

References

↑ "triptorelin (Intramuscular route)". drugs.com. Retrieved 11 November 2016.
↑ "Information About Hormonal Treatments for Transgender Women". Missing or empty |url= (help); |access-date= requires |url= (help)
↑ Study: Drug effectively treats pedophilia, CNN, February 11, 1998.

Triptorelin

Medical uses

Society and culture

Brand names

See also

References

Further reading