Antineoplastic drug
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Triptorelin

Antineoplastic drug
Product Name
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
Formula Weight
1311.45
MOL File
57773-63-4.mol
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Triptorelin Property

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
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
InChIKey
HPPONSCISKROOD-OYLNGHKZSA-N
SMILES
C(=O)(N[C@H](C(=O)N[C@H](C(=O)N[C@H](C(=O)N[C@H](C(=O)N[C@@H](C(=O)N[C@H](C(=O)N[C@H](C(=O)N1[C@@H](CCC1)C(=O)NCC(=O)N)CCCNC(=N)N)CC(C)C)CC1=CNC2=CC=CC=C21)CC1=CC=C(O)C=C1)CO)CC1=CNC2=CC=CC=C21)CC1=CNC=N1)[C@H]1NC(CC1)=O
CAS DataBase Reference
57773-63-4(CAS DataBase Reference)
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Safety

Hazard Codes 
T
Risk Statements 
60
Safety Statements 
53-22-36/37/39-45
WGK Germany 
3
HS Code 
2937190000
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Danger
Hazard statements

H360May damage fertility or the unborn child

Precautionary statements

P201Obtain special instructions before use.

P308+P313IF exposed or concerned: Get medical advice/attention.

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N-Bromosuccinimide Price

Sigma-Aldrich
Product number
L9761
Product name
[D-Trp6]-LH-RH
Purity
≥97% (HPLC), powder
Packaging
1mg
Price
$192
Updated
2024/03/01
Sigma-Aldrich
Product number
L9761
Product name
[D-Trp6]-LH-RH
Purity
≥97% (HPLC), powder
Packaging
5mg
Price
$448
Updated
2024/03/01
Cayman Chemical
Product number
28613
Product name
Triptorelin
Packaging
5mg
Price
$89
Updated
2021/12/16
Cayman Chemical
Product number
28613
Product name
Triptorelin
Packaging
25mg
Price
$334
Updated
2021/12/16
Cayman Chemical
Product number
28613
Product name
Triptorelin
Packaging
10mg
Price
$142
Updated
2021/12/16
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Triptorelin Chemical Properties,Usage,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

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Triptorelin Suppliers

Hangzhou Peptide Biochem Co.,Ltd
Tel
0571-89197072; 18668118770
Fax
0571-89197072
Email
linda@peptide-china.com
Country
China
ProdList
248
Advantage
56
Cellmano Biotech Limited
Tel
0551-65326643 18156095617
Fax
0551-65326641
Email
info@cellmano.com
Country
China
ProdList
1011
Advantage
55
bociny
Tel
18939812306
Email
sales@bociny.com
Country
China
ProdList
96
Advantage
58
Suzhou Tianma Pharma Group Tianji Bio-Pharmaceutical Co., Ltd.
Tel
0512-68322275 15850786624
Email
danielzhao@tianmapharma.com
Country
China
ProdList
30
Advantage
58
Alabiochem Tech.Co., Ltd.
Tel
0512-58900862 400-0707518
Fax
0086-512-56765862
Email
sales@alabiochem.com
Country
China
ProdList
995
Advantage
59
Chembest Research Laboratories Limited
Tel
+86-21-20908456
Fax
021-58180499
Email
sales@BioChemBest.com
Country
China
ProdList
6005
Advantage
61
LGM Pharma
Tel
1-(800)-881-8210
Fax
615-250-9817
Email
inquiries@lgmpharma.com
Country
United States
ProdList
2123
Advantage
70
Chemsky(shanghai)International Co.,Ltd.
Tel
021-50135380
Email
shchemsky@sina.com
Country
China
ProdList
32321
Advantage
50
XiaoGan ShenYuan ChemPharm co,ltd
Tel
15527768850
Email
1791901229@qq.com
Country
China
ProdList
8844
Advantage
52
China Langchem Inc.
Tel
0086-21-58956006
Fax
0086-21-58956100
Country
China
ProdList
7811
Advantage
57
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View Lastest Price from Triptorelin manufacturers

Sinoway Industrial co., ltd.
Product
Palmitoyl-GQPR / Palmitoyl Tetrapeptide-3 57773-63-4
Price
US $0.00/Kg/Bag
Min. Order
2Kg/Bag
Purity
98% up
Supply Ability
20 tons
Release date
2021-07-27
Hebei Zhuanglai Chemical Trading Co.,Ltd
Product
Triptorelin Acetate/GnRH Triptorelin 57773-63-4
Price
US $60.00/kg
Min. Order
1kg
Purity
99
Supply Ability
5000
Release date
2024-05-11
hebei hongtan Biotechnology Co., Ltd
Product
Triptorelin Acetate 57773-63-4
Price
US $80.00-60.00/box
Min. Order
1box
Purity
99.9%
Supply Ability
500 box
Release date
2024-03-13

57773-63-4, TriptorelinRelated Search:


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