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Triptorelin

CAS No.
57773-63-4
Chemical Name:
Triptorelin
Synonyms
TRIPTORELIN PAMOATE;Triptorelin/GnRH;PGLU-HIS-TRP-SER-TYR-D-TRP-LEU-ARG-PRO-GLY-NH2;CL-118532;TRIPORELIN;Decapeptyl;Triptoreli;TRIPTORELIN;Tryptorelin;Triprerelin
CBNumber:
CB2366465
Molecular Formula:
C64H82N18O13
Molecular Weight:
1311.45
MDL Number:
MFCD00167541
MOL File:
57773-63-4.mol
MSDS File:
SDS
Last updated:2024-04-25 17:59:01

Triptorelin Properties

Melting point >180°C (dec.)
alpha D23 -58.8° (c = 0.33 in acetic acid)
Density 1.52±0.1 g/cm3(Predicted)
storage temp. -20°C
solubility Aqueous Base (Slightly), Methanol (Very Slightly, Heated, Sonicated)
form powder
pka 9.82±0.15(Predicted)
color White to Off-White
Stability Hygroscopic
InChIKey HPPONSCISKROOD-OYLNGHKZSA-N
CAS DataBase Reference 57773-63-4(CAS DataBase Reference)
EWG's Food Scores 1
NCI Dictionary of Cancer Terms triptorelin
FDA UNII 9081Y98W2V
NCI Drug Dictionary triptorelin
ATC code L02AE04

Pharmacokinetic data

Excreted unchanged in urine 3-14%
Volume of distribution 92.4-115.8 Litres
Biological half-life 7.5 / Unchanged

SAFETY

Risk and Safety Statements

Symbol(GHS)  GHS hazard pictograms
GHS08
Signal word  Danger
Hazard statements  H360
Precautionary statements  P201-P308+P313
Hazard Codes  T
Risk Statements  60
Safety Statements  53-22-36/37/39-45
WGK Germany  3
HS Code  2937190000

Triptorelin price More Price(25)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Sigma-Aldrich L9761 [D-Trp6]-LH-RH ≥97% (HPLC), powder 57773-63-4 1mg $192 2024-03-01 Buy
Sigma-Aldrich L9761 [D-Trp6]-LH-RH ≥97% (HPLC), powder 57773-63-4 5mg $448 2024-03-01 Buy
Cayman Chemical 28613 Triptorelin 57773-63-4 5mg $89 2021-12-16 Buy
Cayman Chemical 28613 Triptorelin 57773-63-4 25mg $334 2021-12-16 Buy
Cayman Chemical 28613 Triptorelin 57773-63-4 10mg $142 2021-12-16 Buy
Product number Packaging Price Buy
L9761 1mg $192 Buy
L9761 5mg $448 Buy
28613 5mg $89 Buy
28613 25mg $334 Buy
28613 10mg $142 Buy

Triptorelin Chemical Properties,Uses,Production

Antineoplastic drug

The active ingredient of triptorelin is a synthetic gonadotropin-releasing hormone (GnRH) analogue, which is also known as decapeptyl, diphereline, triptorelin acetate, gonadorelin. It is an antineoplastic drug, whose pharmacological effects are same with goserelin, buserelin, and its structure is modified by natural molecular structure of the sixth L-glycine that is replaced by D-tryptophan to promote efficiency and prolong the plasmic half-life time, as well as enhance drug efficacy. After intramuscular injection, it initially stimulates the pituitary gland to release luteinizing growth hormone (LH) and follicle-stimulating hormone (FSH). When the pituitary over a long period of stimulation will be into the refractory period, that reduced the release of gonadotropin, leading to sex hormones reduction to castrate levels. These effects are reversible. Subcutaneous administration is rapidly absorbed, and Tmax is 15min, and the effect is maximum at 1h. The intramuscular injection of sustained release formulations can maintain the efficacy reaching 28d or more. It Clinically uses for the treatment of endometriosis, hormone-dependent prostate cancer, breast cancer, precocious puberty, as well as it may also be used as assisted reproductive technology. The main side effects of triptorelin are as follows: In the early stage of treatment of male, it can cause urinary disorders, breast swelling and pain, bone pain, and it may also cause hot flashes, loss of libido and impotence. It rarely cause gynecomastia, testicular atrophy, and sleep disorders. In the first week of treatment for children, girls will occur small amount of vaginal bleeding, which can be corrected by short-term additional therapy. During the treatment of women, hot flashes, bleeding or bleeding spots, vaginal dryness, headaches and weakness can occur. It can cause abdominal and (or) pelvic pain when it uses combination with gonadotropin. Since the concentration of estrogen reduces to the level of post-menopause, it can cause slight loss of trabecular bone matrix. Generally, after cessation of treatment six to nine months the adverse reations can return to normal. There may be irreversible amenorrhea after treatment in patients with endometriosis.
The above information is edited by the chemicalbook of Kui Ming.

Description

Decapeptyl is a modified (D-Trp6) LH-RH. Like recently marketed buserelin and leuprolide (I), it is useful in achieving medical castration in the treatment of advanced prostate cancer.

Originator

Tulane Univ. (USA)

Uses

promoting ovulation

Uses

Triptorelin is a GnRH agaonist shown to inhibit estradiol-induced cancer cell proliferation.

Uses

[D-Trp6]-LH-RH (luteinizing hormone releasing hormone) has been used to study whether the (M. – X) region in electron capture dissociation provides information on amino acid composition of polypeptides. It is also used to study the effect of LH-RH on the production of progesterone (P), estradiol (E2) or human chorionic gonadotropin (hCG) by JEG-3 choriocarcinoma cells.

Definition

ChEBI: An oligopeptide comprising pyroglutamyl, histidyl, tryptophyl, seryl, tyrosyl, D-tryptophyl, leucyl, arginyl, prolyl and glycinamide residues joined in sequence. It is an agonist analogue of gonadotropin-releasing hormone.

brand name

Trelstar (Watson).

Biochem/physiol Actions

Potent LH-RH agonist with enhanced biological activity due to its slower rate of degradation. Like [D-Lys6]-LH-RH, the D-Trp6 analog has been shown to be effective against cancers expressing the LH-RH receptor. However, unlike the D-Lys6 analog, it is generally used in the unconjugated form.

Clinical Use

Triptorelin pamoate is another superagonist of GnRH, which like nafarelin acetate contains only a single amino acid substitution (D-Trp6 for Gly6) when compared to the natural hormone. In the treatment of advanced prostate cancer, it is important to reduce serum testosterone levels to very low levels, which can be achieved surgically by orchiectomy. When this surgical method is unacceptable to the patient, an alternative approach is “chemical castration,” which can be achieved by use of estrogen therapy, leuprolide,goserelin or histrelin acetates, and now, triptorelin pamoate. This product is available for IM depot injection (monthly or every 3 months), wherein serum testosterone concentration drops to a level generally seen in surgically castrated men.

Side effects

The side effects of Triptorelin: Painful or difficult urination, burning when you urinate, blood in the urine; bone pain; (in children) new or worsening signs of puberty; a seizure; chest pain or pressure, pain spreading to your jaw or shoulder; sudden numbness or weakness, slurred speech; increased pressure inside the skull - severe headaches, ringing in your ears, dizziness, nausea, vision problems, pain behind your eyes; loss of movement in any part of your body; high blood sugar - increased thirst, increased urination, hunger, dry mouth, fruity breath odor; or nerve problems - back pain, muscle weakness, problems with balance or coordination, severe numbness or tingling in your legs or feet, loss of bladder or bowel control.

Metabolism

The metabolism of triptorelin in humans is unknown, but it is thought to be hydrolysed in the plasma and excreted in the urine as inactive metabolites.

Mode of action

Triptorelin is a gonadotrophin releasing hormone (GnRH) blocker. This means it stops messages from a part of the brain called the hypothalamus that tells the pituitary gland Open a glossary item to produce luteinising hormone. Luteinising hormone tells the testicles to produce testosterone Open a glossary item. So, blocking GnRH stops the testicles producing testosterone. Prostate cancer depends on testosterone to grow. So triptorelin can shrink the cancer or slow its growth. In women, it stops the ovaries Open a glossary item from producing oestrogen. Some breast cancers depend on oestrogen to grow. Lowering the level of oestrogen can slow or stop the growth of the cancer.

Triptorelin Preparation Products And Raw materials

Raw materials

Preparation Products

Global( 335)Suppliers
Supplier Tel Email Country ProdList Advantage
Nantong Guangyuan Chemicl Co,Ltd
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View Lastest Price from Triptorelin manufacturers

Image Update time Product Price Min. Order Purity Supply Ability Manufacturer
Triptorelin;GnRH pictures 2024-04-26 Triptorelin;GnRH
57773-63-4
US $1.00-9.90 / kiut 1kiut 99% 100kit Wuhan Cell Pharmaceutical Co., Ltd
Triptorelin pictures 2024-04-26 Triptorelin
57773-63-4
US $10.00-3.00 / g 100g 99% 300tons Hebei Dangtong Import and export Co LTD
Triptorelin Acetate pictures 2024-04-26 Triptorelin Acetate
57773-63-4
US $80.00-60.00 / box 1box 99.9% 500 box hebei hongtan Biotechnology Co., Ltd
  • Triptorelin;GnRH pictures
  • Triptorelin;GnRH
    57773-63-4
  • US $1.00-9.90 / kiut
  • 99%
  • Wuhan Cell Pharmaceutical Co., Ltd
  • Triptorelin pictures
  • Triptorelin
    57773-63-4
  • US $10.00-3.00 / g
  • 99%
  • Hebei Dangtong Import and export Co LTD
PYROGLU-HIS-TRP-SER-TYR-D-TRP-LEU-ARG-PRO-GLY NH2 PYR-HIS-TRP-SER-TYR-D-TRP-LEU-ARG-PRO-GLY-NH2 PYR-HIS-TRP-SER-TYR-D-TRP-LEU-ARG-PRO-GLY-NH2 PAMOATE SALT TRIPTORELIN AMIDE TRIPTORELIN, [DTRP6]-LH-RH, AMIDE TRIPTORELINE [D-Trp6]-LH-RH,[D-Trp6]-Luteinizing hormone releasing hormone (D-Trp6)-LHRH Triptorelin, (D-Trp6)-GnRH Triptorelin, (D-Trp6)-GnRH Triptorelin Acetate /GnRH Triptorelin Luteinizing hormone-releasing factor (swine), 6-D-tryptophan- GLP-HIS-TRP-SER-TYR-D-TRP-LEU-ARG-PRO-GLY-NH2 (D-TRP6)-LHRH PAMOATE SALT (D-TRP6)-LUTEINIZING HORMONE-RELEASING FACTOR (D-TRP6)-LUTEINIZING HORMONE-RELEASING HORMONE [DTRP6]-LUTEINIZING HORMONE-RELEASING HORMONE, AMIDE (D-TRP6)-LHRH [D-TRP6]-LH-RH (HUMAN) [DTRP6]-LH-RH AMIDE [D-TRP6]-LUTEINIZING HORMONE-RELEASING HORMONE (HUMAN) TRIPTORELIN (D-TRP6)-GONADOTROPIN-RELEASING HORMONE TRIPTORELIN, 98+% TRIPORELIN TRIPTERYGLLHYPOGLAUCIDRIEDPOWDER 6-D-TRYPTOPHAN-LUTEINIZING HORMONE-RELEASING FACTOR (SWINE) Pyr-His-Trp-Ser-Tyr-D-Trp-Leu-Arg-Pro-Gly-NH2 acetate salt 5-Oxo-L-Pro-L-His-L-Trp-L-Ser-L-Tyr-D-Trp-L-Leu-L-Arg-L-Pro-Gly-NH2 CL-118532 Decapeptyl GLP-HIS-TRP-SER-TYR-DTRP-LEU-ARG-PRO-GLY-NH2: GLP-HWSW-DW-LRPG-NH2 Triptorelin Pyr-His-Trp-Ser-Tyr-D-Trp-Leu-Arg-Pro-Gly-NH2 Triptorelin, Triptoreline, Triptorelina, Triptorelinum triptorelinum Tryptorelin Triptorelin-d4 Trifluoroacetate (Mixture ofIsomers) (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 Peptides Peptide Triptorelin Powder Triptorelin Acetate 2mg Triptorelin USP/EP/BP Palmitoyl-GQPR / Palmitoyl Tetrapeptide-3 Triptoreli Triptorelin Acctate Triptorelin Acetate(GnRH Triptorelin) 2mg Triptorelin Acetate(net) PGLU-HIS-TRP-SER-TYR-D-TRP-LEU-ARG-PRO-GLY-NH2 TRIPTORELIN PAMOATE Triptorelin/GnRH Triptorelin acetate salt Triptorelin Acetate/Pamoate Triprerelin Triptorelin Acetate (1.82 mg) (5-Oxo-L-prolyl-L-histidyl-L-tryptophyl-L-seryl-L-tyrosyl-D-tryptophyl-L-leucyl-L-arginyl-L-prolylglycinamide acetate salt) (COLD SHIPMENT REQUIRED) 57773-63-4 149194-24-7 C64H83N18O13 C64H82N18O13 C66H88N18O15 Cancer Research Antitumor Agents