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GANIRELIX

Product Name
GANIRELIX
CAS No.
124904-93-4
Chemical Name
GANIRELIX
Synonyms
Antagon;RS 26306;Orgalutran;N-Acetyl-3-(2-naphthalenyl)-D-alanyl-4-chloro-D-phenylalanyl-3-(3-pyridinyl)-D-alanyl-L-seryl-L-tyrosyl-N6-[bis(ethylamino)methylene]-D-lysyl-L-leucyl-N6-[bis(ethylamino)methylene]-L-lysyl-L-prolyl-D-alaninamide;D-AlaninaMide,N-acetyl-3-(2-naphthalenyl)-D-alanyl-4-chloro-D-phenylalanyl-3-(3-pyridinyl)-D-alanyl-L-seryl-L-tyrosyl-N6-[bis(ethylaMino)Methylene]-D-lysyl-L-leucyl-N6-[bis(ethylaMino)Methylene]-L-lysyl-L-prolyl-;(2S)-1-[(2S)-2-[[(2S)-2-[[(2R)-2-[[(2S)-2-[[(2S)-2-[[(2R)-2-[[(2R)-2-[[(2R)-2-acetamido-3-naphthalen-2-ylpropanoyl]amino]-3-(4-chlorophenyl)propanoyl]amino]-3-pyridin-3-ylpropanoyl]amino]-3-hydroxypropanoyl]amino]-3-(4-hydroxyphenyl)propanoyl]amino]-6-[bis(ethylamino)methylideneamino]hexanoyl]amino]-4-methylpentanoyl]amino]-6-[bis(ethylamino)methylideneamino]hexanoyl]-N-[(2R)-1-amino-1-oxopropan-2-yl]pyrrolidine-2-carboxamide
CBNumber
CB9775895
Molecular Formula
C80H113ClN18O13
Formula Weight
1570.32
MOL File
124904-93-4.mol
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GANIRELIX Property

Density 
1.31±0.1 g/cm3(Predicted)
solubility 
DMSO (Slightly), Methanol (Slightly), Water (Slightly)
pka
9.82±0.15(Predicted)
form 
Solid
color 
White to Off-White
Stability:
Hygroscopic
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Danger
Hazard statements

H360May damage fertility or the unborn child

H372Causes damage to organs through prolonged or repeated exposure

Precautionary statements

P260Do not breathe dust/fume/gas/mist/vapours/spray.

P264Wash hands thoroughly after handling.

P264Wash skin thouroughly after handling.

P270Do not eat, drink or smoke when using this product.

P314Get medical advice/attention if you feel unwell.

P501Dispose of contents/container to..…

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N-Bromosuccinimide Price

DC Chemicals
Product number
DC8877
Product name
Ganirelix
Purity
>98%
Packaging
100mg
Price
$950
Updated
2021/12/16
DC Chemicals
Product number
DC8877
Product name
Ganirelix
Purity
>98%
Packaging
250mg
Price
$1700
Updated
2021/12/16
DC Chemicals
Product number
DC8877
Product name
Ganirelix
Purity
>98%
Packaging
1g
Price
$3200
Updated
2021/12/16
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GANIRELIX Chemical Properties,Usage,Production

Originator

Antagon,Organon

Uses

Decapeptide LH-RH antagonist. Ganirelix is used in treatment of infertility.

Definition

ChEBI: Ganirelix is a polypeptide.

Manufacturing Process

The abbreviations for common aminoacids are those recommended by IUPACIUB Comission on Biochemical Nomenclature. Other abbreviations useful in describing the replacements of aminoacids in the natural LH-RH peptide are following:
Nal(2) - 3-(2-naphthyl)alanyl; p-Cl-Phe - 3-(p-chlorophenyl)alanyl; Pal(3) - 3- (3-pyridyl)alanyl; ; hArg(Et)2 - NG,NG - bis(ethtyl)homoarginyl; Boc - tbutyloxycarbonyl.
Ganirelix (N-Ac-Nal(2)-D-pCl-Phe-D-Pal(3)-Ser-Tyr-D-hArg(Et)2-Leu-hArg(Et)2- Pro-Ala-NH2) was prepared using the following side chain protection protocol: salt protection for L- and D-hArg(Et)2 (as the chloride) and t-butyl protection for serine.
Amino acids were added to the Nα-Boc-D-Ala-O-Resin (1.0 mmol of resin was replaced in the reaction vessel of 5.0 L Vega 296 automated solid phase peptide synthesizer; in the following sequence:
Acetic anhydride
An acetylation (capping of the resin) was done after Ala, Pro and Leu with N,N'-diisopropyl carbodiimide - 1-hydroxybenztriazole (HBt). Excess HBt (2 equiv.) was used for the coupling of the basic amino acids, hArg(Et)2 and Pal(3).
The following protocols were used to remove the Nα-protecting group following each addition.
Program A: The resin was first washed with CH2Cl2 1 times/1 min, TFA-CH2Cl2 (40/60) 1 times/1 min, TFA-CH2Cl2 (40/60) 1 times/30 min, CH2Cl2 2 5 times/1 min, Et3N-CH2Cl2 (5/95) 3 times/1 min, CH2Cl2 4 times/1 min.
Program B: The resin was first washed with CH2Cl2 1 times/1 min, 4-4.5 N HCl in CH2Cl2/i-PrOH (1/1) 1 times/1 min, 4-4.5 N HCl in CH2Cl2/i-PrOH (1/1) 1 times/30 min, CH2Cl2 3 times/1 min, DMF 1 times/1 min, Et3N-CH2Cl2 (5/95) 3 times/1 min, DMF 1 times/1 min, CH2Cl2 4 times/1 min.
After each deprotecting and washing step, following protocol A or B, the next amino acid in sequence was added and the resin washed with CH2Cl2 3 times/1 min, MeOH 4 times/1 min, DMF 2 times/1 min and CH2Cl2 4 times/1 min.
Program A was used for the removal of the protecting groups on Ala, Pro, LhArg(Et)2, Leu and D-Nal(2).
Program B was used for the removal of the protecting groups on D-hArg(Et)2, Tyr, Ser, D-Pal(3) and p-Cl-Phe.
The crude peptide was first dissolved in 2 M acetic acid and converted to its acetate salt by passage through a column of AG3-X4A resin (Bio-Rad). The acetate was subjected to chromatography on a silica gel column (CH2Cl2/iPrOH/MeOH/H2O/HOAc solvent); the acetate fractions dissolved in H2O and loaded onto a reversed-phase column (Vydec C-18, 15-20 μ), and purified using acetonitrile/TEAP (pH 3). Fractions of the desired purity were combined and diluted with water and reloaded on a reversed-phase HPLC column, then washed with 1% acetic acid in water. The peptide was stripped with a mixture of MeOH/CH3CN/HOAc/H2O (44/50/1/5). The residue was dissolved in acetic acid and precipitated over ether, filtered, washed with ether and dried under vacuum. Amino acid analyses were performed on a Beckman 119CL amino acid analyzer. Samples for amino acid analyses were hydrolyzed with 6 N HCl at 110°C for 20 hrs. Analytical HPLC was performed on a Spectra Physics 8800 chromatograph. Synthesis of ganirelix was confirmed by the presence of a main peak at rt 18 min; no other peak over 1% was noted at rt 16 min.

Therapeutic Function

LHRH antagonist

GANIRELIX Preparation Products And Raw materials

Raw materials

Preparation Products

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GANIRELIX Suppliers

Waterstone Technology, LLC
Tel
--
Fax
--
Email
sales@waterstonetech.com
Country
United States
ProdList
6786
Advantage
30
Medical Isotopes
Tel
--
Fax
--
Email
stohler@medicalisotopes.com
Country
United States
ProdList
6181
Advantage
68
Accurate Chemical & Scientific Corporation.
Tel
--
Fax
--
Country
United States
ProdList
6747
Advantage
72
Manus Aktteva, India.
Tel
--
Fax
--
Email
manusaktteva@gmail.com
Country
United States
ProdList
67
Advantage
47
American Custom Chemicals Corporation
Tel
--
Fax
--
Email
sales@acccorporation.com
Country
United States
ProdList
6820
Advantage
51
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View Lastest Price from GANIRELIX manufacturers

Zibo Hangyu Biotechnology Development Co., Ltd
Product
Ganirelix 124904-93-4
Price
US $70.00-700.00/kg
Min. Order
10kg
Purity
0.99
Supply Ability
20tons
Release date
2023-11-27

124904-93-4, GANIRELIXRelated Search:


  • Antagon
  • N-Acetyl-3-(2-naphthalenyl)-D-alanyl-4-chloro-D-phenylalanyl-3-(3-pyridinyl)-D-alanyl-L-seryl-L-tyrosyl-N6-[bis(ethylamino)methylene]-D-lysyl-L-leucyl-N6-[bis(ethylamino)methylene]-L-lysyl-L-prolyl-D-alaninamide
  • Orgalutran
  • RS 26306
  • D-AlaninaMide,N-acetyl-3-(2-naphthalenyl)-D-alanyl-4-chloro-D-phenylalanyl-3-(3-pyridinyl)-D-alanyl-L-seryl-L-tyrosyl-N6-[bis(ethylaMino)Methylene]-D-lysyl-L-leucyl-N6-[bis(ethylaMino)Methylene]-L-lysyl-L-prolyl-
  • (2S)-1-[(2S)-2-[[(2S)-2-[[(2R)-2-[[(2S)-2-[[(2S)-2-[[(2R)-2-[[(2R)-2-[[(2R)-2-acetamido-3-naphthalen-2-ylpropanoyl]amino]-3-(4-chlorophenyl)propanoyl]amino]-3-pyridin-3-ylpropanoyl]amino]-3-hydroxypropanoyl]amino]-3-(4-hydroxyphenyl)propanoyl]amino]-6-[bis(ethylamino)methylideneamino]hexanoyl]amino]-4-methylpentanoyl]amino]-6-[bis(ethylamino)methylideneamino]hexanoyl]-N-[(2R)-1-amino-1-oxopropan-2-yl]pyrrolidine-2-carboxamide
  • 124904-93-4
  • C84H121ClN18O17
  • Intermediates & Fine Chemicals
  • Pharmaceuticals
  • Chiral Reagents