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Goserelin

CAS No.
65807-02-5
Chemical Name:
Goserelin
Synonyms
Zoladex;Goserlin;Goserelin validation mixture CRS;Pbtbo;ici118630;Goserelin;Geserelin;Gosereline;decapeptidei;Goserelin-d7
CBNumber:
CB4281027
Molecular Formula:
C59H84N18O14
Molecular Weight:
1269.41
MDL Number:
MFCD00867894
MOL File:
65807-02-5.mol
Last updated:2023-11-24 16:35:22

Goserelin Properties

Density 1.50±0.1 g/cm3(Predicted)
storage temp. −20°C
solubility H2O: 20 mg/mL, clear, colorless
form white powder
pka 9.82±0.15(Predicted)
InChIKey BLCLNMBMMGCOAS-URPVMXJPSA-N
NCI Dictionary of Cancer Terms Zoladex
FDA UNII 0F65R8P09N
NCI Drug Dictionary Zoladex
ATC code L02AE03

Pharmacokinetic data

Protein binding 27%
Excreted unchanged in urine 201 (90% as unchanged drug and metabolites)
Volume of distribution 30.5-57.8 Litres
Biological half-life 2-4 / 12

SAFETY

Risk and Safety Statements

Symbol(GHS)  GHS hazard pictogramsGHS hazard pictograms
GHS07,GHS08
Signal word  Danger
Hazard statements  H334-H332-H317
Precautionary statements  P261-P272-P280-P302+P352-P333+P313-P321-P363-P501-P261-P285-P304+P341-P342+P311-P501-P261-P271-P304+P340-P312
Safety Statements  22-24/25
WGK Germany  3
HS Code  3504009000

Goserelin price

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Apolloscientific BITH3024 Goserelin 65807-02-5 5mg $122 2021-12-16 Buy
Medical Isotopes, Inc. 17510 Goserelin 65807-02-5 5mg $290 2021-12-16 Buy
Apolloscientific BITH3024 Goserelin 65807-02-5 25mg $486 2021-12-16 Buy
Apolloscientific BITH3024 Goserelin 65807-02-5 100mg $1437 2021-12-16 Buy
AvaChem 2222 Goserelin 65807-02-5 1g $3100 2021-12-16 Buy
Product number Packaging Price Buy
BITH3024 5mg $122 Buy
17510 5mg $290 Buy
BITH3024 25mg $486 Buy
BITH3024 100mg $1437 Buy
2222 1g $3100 Buy

Goserelin Chemical Properties,Uses,Production

Description

Goserelin is an analog of luteinizing hormone-releasing hormone (LHRH) useful in the treatment of malignancies responsive to hormonal manipulation. Administered parenterally in a biodegradable depot, goserelin is reportedly as effective as orchidectomy and oophorectomy in patients with advanced prostate carcinoma and pre-menopausal breast cancer.

Chemical Properties

White or almost white powder.

Originator

ICI (United Kingdom)

Uses

Labeled Goserelin, intended for use as an internal standard for the quantification of Goserelin by GC- or LC-mass spectrometry.

Uses

Labelled Goserelin (G767500). Synthetic peptide agonist analog of LH-RH. Antineoplastic (hormonal).

Uses

Goserelin USP (Zoladex) is used to treat Prostatic carcinoma.

Definition

ChEBI: Goserelin is an organic molecular entity.

Manufacturing Process

(a) Solid Phase Preparation of Nonapeptide
The solid phase synthesis was carried out in automatic mode on an Applied Biosystems 430A Peptide Synthesizer using Boc-Pro-OBzl-polystyrene resin 1% cross-linked with divinylbenzene (Peninsula Laboratories), 1.25 g, 0.38 meq/g though nominally 0.7 meq/g). The following protected amino acids were converted to benzotriazolyl esters by reaction with HOBt (1- hydroxybenzotriasole) and DIPC (di-isopropylcarbodiimide) in DMF immediately before use. The protected amino acids were coupled in the following sequence: Boc-Arg(HCl)-OH; Boc-Leu-OH; Fmoc-D-Ser(But)-OH; Fmoc-Tyr(BrZ)-OH; Fmoc-Ser-OH; Fmoc-Trp-OH; Fmoc-His(Fmoc)-OH; PyrOH. The sequence of operations for the first two stages (using Boc-protectedamino acids) was: removal of Boc with 45% triflouroacetic acid in dichloromethane;10% DIEA (diethyl amine)/DMF wash; coupling (2 equivalents of protected amino acid HOBt ester); removal of Boc as above. The sequence of operations for the last six stages (using Fmoc-protectedamino acids) was: removal of Fmoc with 20% piperidine/DMF; 0.5 molar HOBt/DMF wash; coupling (1 equivalent of protected amino acid HOBt ester). All coupling reactions except that using Boc-Arg(HCl)-OH were of 1 hour duration; the Boc-Arg(HCl)-OH one was of 2 hours duration. There was thus obtained the nonapeptide-resin (1.7 g; 0.29 mmole peptide per g) with the Tyr still protected by BrZ.
(b) Cleavage of Peptide From Resin
The peptide resin prepared above was treated with a 20-fold excess of anhydrous hydrazine in DMF (20 ml) at laboratory temperature for 24 hours, and the mixture was filtered and evaporated to dryness. This procedure also removed the BrZ protecting group from the Tyr moeity. The residue was purified by gel filtration on a column (LH 20 Sephadex) using a 20:1 v/v mixture of water and acetic acid as eluant. There was thus obtained Pyr-HisTrp-Ser-Tyr-D-Ser(But)-Leu-Arg(H+)-Pro-NH-NH2. The structure of which was confirmed by amino acid analysis and mass spectroscopy.
(c) Preparation of Goserelin
A solution of potassium cyanate (11 mg) in water (1.36 ml) was added portionwise during 1 hour to a solution of the above hydrazide (118 mg) in a 20:1 v/v mixture of water and acetic acid (10 ml). The mixture was freezedried and the residue was purified by reverse-phase column chromatography (Dynamax 60 ANG, C18, 1 inch diameter) using a gradient of 10% to 40% by volume of acetonitrile in water containing 0.1% trifluoroacetic acid. There was thus obtained goserelin (100 mg, 25% yield overall), the structure of which was confirmed by mass spectroscopy.

brand name

Zoladex (Zeneca).

Therapeutic Function

Antineoplastic, Antitumor

Clinical Use

Synthetic decapeptide analogue of LHRH:

Treatment of advanced prostate cancer, breast cancer, endometriosis and endometrial thinning and uterine fibroids

Side effects

Hot flashes (flushing), dizziness, headache, increased sweating, decreased sexual interest/ability, trouble sleeping, nausea, change in breast size, vaginal dryness, or hair loss may occur. Pain, bruising, bleeding, redness, or swelling at the injection site may also occur.
This medication may rarely make your blood sugar rise, which can cause or worsen diabetes.
Serious side effects including: symptoms of a heart attack (such as chest/jaw/left arm pain, shortness of breath, unusual sweating), signs of a stroke (such as weakness on one side of the body, trouble speaking, sudden vision changes, confusion), fast/irregular heartbeat, severe dizziness, fainting.
In men using this medication for prostate cancer, a rare but very serious urinary blockage problem or spinal cord problem (compression) can occur, especially during the first month of treatment.

Drug interactions

Goserelin may be given on its own or is often combined with another hormone therapy such as tamoxifen or drugs known as aromatase inhibitors (anastrozole, exemestane and letrozole).
The risk or severity of QTc prolongation can be increased when Goserelin is combined with Clozapine. The risk or severity of methemoglobinemia can be increased when Goserelin is combined with Cocaine.

Metabolism

Metabolised by tissue peptidases and is excreted in urine and bile as unchanged drug and metabolites.

Global( 151)Suppliers
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View Lastest Price from Goserelin manufacturers

Image Update time Product Price Min. Order Purity Supply Ability Manufacturer
Goserelin pictures 2024-03-08 Goserelin
65807-02-5
US $10.00 / mg 1mg 99% 1000g Nantong Guangyuan Chemicl Co,Ltd
Goserelin pictures 2020-11-16 Goserelin
65807-02-5
US $7.00 / Kg/Bag 1Kg/Bag 99% 20 Tons Longyan Tianhua Biological Technology Co., Ltd
Goserelin pictures 2020-02-19 Goserelin
65807-02-5
US $7.00 / KG 1KG 99% 100kg Career Henan Chemical Co
  • Goserelin pictures
  • Goserelin
    65807-02-5
  • US $10.00 / mg
  • 99%
  • Nantong Guangyuan Chemicl Co,Ltd
  • Goserelin pictures
  • Goserelin
    65807-02-5
  • US $7.00 / Kg/Bag
  • 99%
  • Longyan Tianhua Biological Technology Co., Ltd
  • Goserelin pictures
  • Goserelin
    65807-02-5
  • US $7.00 / KG
  • 99%
  • Career Henan Chemical Co
GOSERELIN ACETATE SALT (D-SER(TBU)6,AZAGLY10)-GONADOTROPIN-RELEASING HORMONE ACETATE SALT (D-SER(TBU)6,AZAGLY10)-LHRH ACETATE SALT (D-SER(TBU)6,AZAGLY10)-LUTEINIZING HORMONE-RELEASING FACTOR ACETATE SALT (D-SER(TBU)6,AZAGLY10)-LUTEINIZING HORMONE-RELEASING HORMONE ACETATE SALT PYR-HIS-TRP-SER-TYR-D-SER(TBU)-LEU-ARG-PRO-AZAGLY-NH2 ACETATE SALT 2-(aminocarbonyl)hydrazide decapeptidei d-ser(t-bu)(sup6)aza-gly(sup10)-gnrh ici118630 luteinizinghormone-releasingfactor(pig),6-(o-1,1-dimethylethyl)-d-serene)-1 1-9-Luteinizing hormone-releasing factor (swine), 6-[O-(1,1-dimethylethyl)-D-serine]-, 2-(aminocarbonyl)hydrazide Luteinizing hormone-releasing factor (pig), 6-[O-(1,1-dimethylethyl)-D-serine]-10-deglycinamide-, 2-(aminocarbonyl)hydrazide Goserelin 6-[O-(1,1-Dimethylethyl)-D-serine]-10-deglycirmmideluteinizing hormone-releasing factor(pig)2-(aminocarbonyl)hydrazide 5-Oxo-L-Pro-L-His-L-Trp-L-Ser-L-Tyr-O-(1,1-dimethylethyl)-D-Ser-L-Leu-L-Arg-L-Pro-ureido-NH2 Einecs 263-657-4 Pbtbo Phenol, 4,4'-(2,2-dioxido-3H-1,2-benzoxathiol-3-ylidene)bis(2,6-dibromo-3-methyl-, sodium salt (1:1) Sodium alpha-(3,5-dibromo-2-methyl-4-oxo-2,5-cyclohexadienylidene)-alpha-(3,5-dibromo-4-hydroxyphenyl)toluenesulphonate Pyr-His-Trp-Ser-Tyr-D-Ser(tBu)-Leu-Arg-Pro-Azagly-Gly-NH2 (D-Ser(tBu)6,Azagly10)-LHRH (free base) Goserelin (free base) GOSERELIN ACETATE PH. EUR. Human Goserelin Goserelin-d7 Geserelin Goserelin, Gosereline, Goserelinum, Goserelina Goserelin for NMR identification CRS Goserelin CRS Goserelin/Zoladex/Decapeptide I Goserelin USP/EP/BP Goserelin Deuterated Acetate DISCONTINUED Goserelin D10Q: What is Goserelin D10 Q: What is the CAS Number of Goserelin D10 Q: What is the storage condition of Goserelin D10 Q: What are the applications of Goserelin D10 Goserelin-d7Q: What is Goserelin-d7 Q: What is the CAS Number of Goserelin-d7 Goserelin Acetate(net) Zoladex Goserlin Goserelin validation mixture CRS Gosereline endo-5a-glycine-gonadorelin 65807-02-5 145781-95-6 C59H84N18O14 Pepetides peptides hormones