ChemicalBook > CAS DataBase List > Goserelin

Goserelin

Product Name
Goserelin
CAS No.
65807-02-5
Chemical Name
Goserelin
Synonyms
Zoladex;Goserlin;Goserelin validation mixture CRS;Pbtbo;ici118630;Goserelin;Geserelin;Gosereline;Goserelin-d7;decapeptidei
CBNumber
CB4281027
Molecular Formula
C59H84N18O14
Formula Weight
1269.41
MOL File
65807-02-5.mol
More
Less

Goserelin Property

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)
InChI
InChI=1S/C59H84N18O14/c1-31(2)22-40(49(82)68-39(12-8-20-64-57(60)61)56(89)77-21-9-13-46(77)55(88)75-76-58(62)90)69-54(87)45(29-91-59(3,4)5)74-50(83)41(23-32-14-16-35(79)17-15-32)70-53(86)44(28-78)73-51(84)42(24-33-26-65-37-11-7-6-10-36(33)37)71-52(85)43(25-34-27-63-30-66-34)72-48(81)38-18-19-47(80)67-38/h6-7,10-11,14-17,26-27,30-31,38-46,65,78-79H,8-9,12-13,18-25,28-29H2,1-5H3,(H,63,66)(H,67,80)(H,68,82)(H,69,87)(H,70,86)(H,71,85)(H,72,81)(H,73,84)(H,74,83)(H,75,88)(H4,60,61,64)(H3,62,76,90)/t38-,39-,40-,41-,42-,43-,44-,45+,46-/m0/s1
InChIKey
BLCLNMBMMGCOAS-URPVMXJPSA-N
SMILES
CC(C[C@@H](C(N[C@H](C(N1[C@H](C(NNC(=O)N)=O)CCC1)=O)CCC/N=C(/N)\N)=O)NC([C@H](NC([C@@H](NC([C@@H](NC([C@@H](NC([C@@H](NC([C@H]1NC(=O)CC1)=O)CC1NC=NC=1)=O)CC1C2C(=CC=CC=2)NC=1)=O)CO)=O)CC1C=CC(O)=CC=1)=O)COC(C)(C)C)=O)C
More
Less

Safety

Safety Statements 
22-24/25
WGK Germany 
3
HS Code 
3504009000
Hazardous Substances Data
65807-02-5(Hazardous Substances Data)
More
Less

Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Danger
Hazard statements

H317May cause an allergic skin reaction

H332Harmful if inhaled

H334May cause allergy or asthma symptoms or breathing difficulties if inhaled

Precautionary statements

P261Avoid breathing dust/fume/gas/mist/vapours/spray.

P271Use only outdoors or in a well-ventilated area.

P272Contaminated work clothing should not be allowed out of the workplace.

P280Wear protective gloves/protective clothing/eye protection/face protection.

P285In case of inadequate ventilation wear respiratory protection.

P302+P352IF ON SKIN: wash with plenty of soap and water.

P304+P340IF INHALED: Remove victim to fresh air and Keep at rest in a position comfortable for breathing.

P304+P341IF INHALED: If breathing is difficult, remove victim to fresh air and keep at rest in a position comfortable for breathing.

P312Call a POISON CENTER or doctor/physician if you feel unwell.

P321Specific treatment (see … on this label).

P333+P313IF SKIN irritation or rash occurs: Get medical advice/attention.

P342+P311IF experiencing respiratory symptoms: call a POISON CENTER or doctor/physician.

P363Wash contaminated clothing before reuse.

P501Dispose of contents/container to..…

More
Less

N-Bromosuccinimide Price

Apolloscientific
Product number
BITH3024
Product name
Goserelin
Packaging
5mg
Price
$122
Updated
2021/12/16
Medical Isotopes, Inc.
Product number
17510
Product name
Goserelin
Packaging
5mg
Price
$290
Updated
2021/12/16
Apolloscientific
Product number
BITH3024
Product name
Goserelin
Packaging
25mg
Price
$486
Updated
2021/12/16
Apolloscientific
Product number
BITH3024
Product name
Goserelin
Packaging
100mg
Price
$1437
Updated
2021/12/16
AvaChem
Product number
2222
Product name
Goserelin
Packaging
1g
Price
$3100
Updated
2021/12/16
More
Less

Goserelin Chemical Properties,Usage,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

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

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).

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.

Goserelin Preparation Products And Raw materials

Raw materials

Preparation Products

More
Less

Goserelin Suppliers

ecochem international chemical broker
Tel
--
Fax
--
Email
export@ecochem.dk
Country
Europe
ProdList
6371
Advantage
66
kemikalieimport
Tel
--
Fax
--
Email
Sales@kemikalieimport.dk
Country
Europe
ProdList
6685
Advantage
47
More
Less

View Lastest Price from Goserelin manufacturers

Nantong Guangyuan Chemicl Co,Ltd
Product
Goserelin 65807-02-5
Price
US $10.00/mg
Min. Order
1mg
Purity
99%
Supply Ability
1000g
Release date
2023-11-24
Longyan Tianhua Biological Technology Co., Ltd
Product
Goserelin 65807-02-5
Price
US $7.00/Kg/Bag
Min. Order
1Kg/Bag
Purity
99%
Supply Ability
20 Tons
Release date
2020-10-28
Career Henan Chemical Co
Product
Goserelin 65807-02-5
Price
US $7.00/KG
Min. Order
1KG
Purity
99%
Supply Ability
100kg
Release date
2020-02-18

65807-02-5, GoserelinRelated Search:


  • 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
  • Goserelin-d7
  • Goserlin
  • 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
  • Zoladex
  • 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)
  • Geserelin
  • Goserelin, Gosereline, Goserelinum, Goserelina
  • GOSERELIN ACETATE PH. EUR.
  • Human Goserelin
  • Goserelin validation mixture CRS
  • 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)
  • Gosereline
  • endo-5a-glycine-gonadorelin
  • Goserelin-d7 Tritrifluoroacetate
  • 65807-02-5
  • 145781-95-6
  • C59H84N18O14
  • Pepetides
  • peptides
  • hormones