Triptorelin

Triptorelin is a gonadotropin releasing hormone (GnRH) agonist that is a potent inhibitor of the synthesis of testosterone (in men) and estrogen (in women) and is used to treat advanced prostate cancer.

Designed for biological research and industrial applications, not intended for individual clinical or medical purposes.
Triptorelin(CAS 57773-63-4)

CAT No: R1945

CAS No:57773-63-4

Synonyms/Alias:TRIPTORELIN;57773-63-4;Triptoreline;Triptorelina;Arvekap;Triptorelinum;Triptodur;(D-Trp6)-GnRH;Triptorelin pamoate;Decapeptyl;tryptorelin;Diferelin;Trelstar;D-Tryptophan-LH-RH;Diphereline;pGlu-His-Trp-Ser-Tyr-D-Trp-Leu-Arg-Pro-Gly-NH2;UNII-9081Y98W2V;CHEBI:63633;CL 118532;CL-118532;CL 118,532;BIM 21003;Wy 42422;[D-Trp6]-LH-RH;Triptoreline [INN-French];Triptorelinum [INN-Latin];Triptorelina [INN-Spanish];AY-25650;DTXSID2048375;Pamorelin;Salvacyl;Trelstar depot;9081Y98W2V;5-Oxo-L-prolyl-L-histidyl-L-tryptophyl-L-seryl-L-tyrosyl-D-tryptophyl-L-leucyl-L-arginyl-L-prolylglycinamide;Trelstar LA;(D-Trp6)-LH-RH;Triptoreline (INN-French);Triptorelinum (INN-Latin);Triptorelina (INN-Spanish);6-D-tryptophan-LH-RH;D-Trp-6-LH-RH;LHRH, Tryptophyl(6)-;Wy 42462;GnRH, Trp(6)-;LHRH, Trp(6)-;Detryptoreline;AY 25650;Trellasar;Moapar;Triptorelin [USAN:INN:BAN];Decapeptyl SR;Pamorelin LA;Triptorelin (swine);Wy-42462;D-Trp6-LHRH;Debio-8206;Triptorelin (USAN/INN);TRIPTORELIN (MART.);GTPL1177;SCHEMBL5079698;CHEMBL1201334;DTXCID8028349;SCHEMBL22289009;L02AE04;VXKHXGOKWPXYNA-PGBVPBMZSA-N;HMS2090C17;EX-A3857;BIM-21003;AKOS030213249;CS-5745;DB06825;NCGC00167301-01;NCGC00167301-02;AS-71149;BN-52014;DA-48936;HY-12551;CL-118,532;C75704;D06247;[D-Trp6]-LH-RH, >=97% (HPLC), powder;AB01275488-01;6-D-Tryptophanluteinizing Hormone-releasing Factor;A936467;EN300-18527985;pGlu-His-Trp-Ser-Tyr-D-Trp-Leu-Arg-Pro-GlyNH2;Q1992452;BRD-K62685538-001-01-7;(S)-1-((3S,6S,9S,12S,15R,18S,21S)-3-((1H-imidazol-5-yl)methyl)-6,15-bis((1H-indol-3-yl)methyl)-21-(3-guanidinopropyl)-12-(4-hydroxybenzyl)-9-(hydroxymethyl)-18-isobutyl-1,4,7,10,13,16,19-heptaoxo-1-((S)-5-oxopyrrolidin-2-yl)-2,5,8,11,14,17,20-heptaazadocosan-22-oyl)-N-(2-amino-2-oxoethyl)pyrrolidine-2-carboxamide;Glycinamide, 5-oxo-L-prolyl-L-histidyl-L-tryptophyl-L-seryl-L-tyrosyl-D-tryptophyl-L-leucyl-L-arginyl-L-prolyl-;

Chemical Name:(2S)-N-[(2S)-1-[[(2S)-1-[[(2S)-1-[[(2S)-1-[[(2R)-1-[[(2S)-1-[[(2S)-1-[(2S)-2-[(2-amino-2-oxoethyl)carbamoyl]pyrrolidin-1-yl]-5-(diaminomethylideneamino)-1-oxopentan-2-yl]amino]-4-methyl-1-oxopentan-2-yl]amino]-3-(1H-indol-3-yl)-1-oxopropan-2-yl]amino]-3-(4-hydroxyphenyl)-1-oxopropan-2-yl]amino]-3-hydroxy-1-oxopropan-2-yl]amino]-3-(1H-indol-3-yl)-1-oxopropan-2-yl]amino]-3-(1H-imidazol-5-yl)-1-oxopropan-2-yl]-5-oxopyrrolidine-2-carboxamide

Custom Peptide Synthesis
cGMP Peptide
  • Registration of APIs
  • CMC information required for an IND
  • IND and NDA support
  • Drug master files (DMF) filing
M.F/Formula
C64H82N18O13
M.W/Mr.
1311.4
Sequence
One Letter Code:XHWSYWLRPG
Three Letter Code:H-Pyr-His-Trp-Ser-Tyr-D-Trp-Leu-Arg-Pro-Gly-NH2
Appearance
Solid powder
Biological Activity
Triptorelin is a synthetic gonadotropin-releasing hormone (GnRH) peptide agonist that binds to the GnRH receptor. It inhibits the growth of DU145, LNCaP, and PC3 prostate and OVCAR-3 ovarian cancer cells.
Target
Gonadotropin-releasing hormone (GnRH)
Long-term Storage Conditions
Soluble in DMSO
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
InChI Key
VXKHXGOKWPXYNA-PGBVPBMZSA-N
Canonical SMILES
CC(C)CC(C(=O)NC(CCCN=C(N)N)C(=O)N1CCCC1C(=O)NCC(=O)N)NC(=O)C(CC2=CNC3=CC=CC=C32)NC(=O)C(CC4=CC=C(C=C4)O)NC(=O)C(CO)NC(=O)C(CC5=CNC6=CC=CC=C65)NC(=O)C(CC7=CN=CN7)NC(=O)C8CCC(=O)N8
Isomeric SMILES
CC(C)C[C@@H](C(=O)N[C@@H](CCCN=C(N)N)C(=O)N1CCC[C@H]1C(=O)NCC(=O)N)NC(=O)[C@@H](CC2=CNC3=CC=CC=C32)NC(=O)[C@H](CC4=CC=C(C=C4)O)NC(=O)[C@H](CO)NC(=O)[C@H](CC5=CNC6=CC=CC=C65)NC(=O)[C@H](CC7=CN=CN7)NC(=O)[C@@H]8CCC(=O)N8
References

A total of 22 months' worth of data were analyzed (or 1 041 638 total items, monthly average 47 347 items). Goserelin; leuprorelin, and triptorelin are the medicines most used by total quantity in the study period. Simple descriptive statistics show that mean values have declined during the pandemic. The Interrupted Time Series (ARIMA Modeling) shows declining trends.

Ravina Barrett, Robert Barrett, Kalyan Dhar, Gonadorelins adherence in prostate cancer: A time-series analysis of England’s national prescriptions during the COVID-19 pandemic (from Jan 2019 to Oct 2020)

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