Ganirelix Acetate

Ganirelix acetate (or diacetate), sold under the brand names Orgalutran and Antagon among others, is an injectable competitive gonadotropin-releasing hormone antagonist (GnRH antagonist). It is primarily used in assisted reproduction to control ovulation.

Designed for biological research and industrial applications, not intended for individual clinical or medical purposes.

CAT No: HB00123

CAS No:129311-55-3

Synonyms/Alias:Ganirelix acetate;129311-55-3;Ganirest;Antagon;Ganirelix Acetate Injection;Ganirelix acetate [USAN];Ganirelix (acetate);UNII-56U7906FQW;RS-26306;56U7906FQW;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-, diacetate (salt);RS-26306-298;Orgalutran;N-Acetyl-3-(2-naphthyl)-D-alanyl-p-chloro-D-phenylalanyl-3-(3-pyridyl)-D-alanyl-L-seryl-L-tyrosyl-N(sup 6)-(N,N'-diethylamidino)-D-lysyl-L-leucyl-N(sup 6)-(N,N'-diethylamidino)-L-lysyl-L-prolyl-D-alaninamide diacetate (salt);GANIRELIX ACETATE (MART.);GANIRELIX ACETATE [MART.];Fyremadel;ganirelix diacetate;Ganirest (TN);Orgalutran TFA Salt;Ganirelix (acetate)?;GANIRELIX ACETATE [MI];Ganirelix acetate (JAN/USAN);GANIRELIX ACETATE [JAN];Org-37462;CHEMBL5314377;GANIRELIX ACETATE [VANDF];Ganirelix acetate injection (TN);GANIRELIX ACETATE [WHO-DD];AKOS025394292;AT41856;FG23647;GANIRELIX ACETATE [ORANGE BOOK];HY-109532;D04302;Q27261435;D-Alaninamide, N-acetyl-3-(2-naphthalenyl)-D-alanyl-4-chloro-D-phenylalanyl-3-(3-pyridinyl)-D-alanyl-L-seryl-L-tyrosyl-N(sup 6)-((ethylamino)(ethylimino)methyl)-D-lysyl-L-leucyl-N(sup 6)-((ethylamino)(ethylimino)methyl)-L-lysyl-L-prolyl-, diacetate (salt);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;N-Acetyl-3-(2-naphthyl)-D-alanyl-4-chloro-D-phenylalanyl-3-(3-pyridyl)-D-alanyl-L-seryl-L-tyrosyl-N6-(N,N'diethycarbamimidoyl)-D-lysyl-L-leucyl-N6-(N,N'diethycarbamimidoyl)-L-lysyl-L-prolyl-D-alaninamide diacetate;

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cGMP Peptide
  • Registration of APIs
  • CMC information required for an IND
  • IND and NDA support
  • Drug master files (DMF) filing
M.F/Formula
C84H121ClN18O17
M.W/Mr.
1690.4
Sequence
One Letter Code:XXXSYXLXPA
Three Letter Code:Ac-D-2Nal-D-Phe(4-Cl)-D-3Pal-Ser-Tyr-D-hArg(Et,Et)-Leu-hArg(Et,Et)-Pro-D-Ala-NH2.2CH3CO2H
Activity
Antagonist
Biological Activity
Ganirelix Acetate acts by competitively blocking the GnRH receptors on the pituitary gonadotroph and subsequent transduction pathway.
Target
Gonadotropin-releasing hormone (GnRH)

Ganirelix Acetate is a synthetic decapeptide that functions as a potent gonadotropin-releasing hormone (GnRH) antagonist. Its unique molecular structure allows it to bind competitively to GnRH receptors in the pituitary gland, thereby rapidly suppressing the secretion of luteinizing hormone (LH) and follicle-stimulating hormone (FSH). As a result, Ganirelix Acetate has become a valuable tool in both fundamental and applied research settings, particularly in studies focused on reproductive endocrinology and hormone regulation. The compound is highly regarded for its rapid onset of action and reversible effects, making it suitable for experiments that require precise temporal control of gonadotropin activity. Its stability and well-characterized mechanism further enhance its utility across a range of scientific disciplines.

Reproductive Endocrinology Research: Ganirelix Acetate is widely employed in the study of the hypothalamic-pituitary-gonadal (HPG) axis, providing researchers with a powerful means to investigate the regulation of reproductive hormones. By blocking GnRH receptors, it enables the controlled suppression of LH and FSH, facilitating the analysis of downstream hormonal and physiological responses. This application is particularly valuable for elucidating the complex feedback mechanisms that govern reproductive function, as well as for dissecting the roles of individual gonadotropins in ovarian and testicular physiology.

Assisted Reproductive Technology (ART) Protocol Development: In the field of ART, Ganirelix Acetate plays a crucial role in the optimization of ovarian stimulation protocols for in vitro fertilization (IVF) research models. Its ability to prevent premature LH surges allows for the synchronization of follicular development and the precise timing of oocyte retrieval. By incorporating this GnRH antagonist into experimental ART regimens, investigators can refine protocols to improve oocyte yield and quality, while also gaining insights into the hormonal dynamics underlying successful folliculogenesis.

Endocrine Disruption Studies: The selective and reversible inhibition of GnRH signaling by Ganirelix Acetate makes it an ideal tool for exploring the impact of endocrine disruptors on reproductive health. Researchers can use it to create controlled models of gonadotropin suppression, enabling the assessment of how environmental chemicals or pharmaceuticals may interfere with normal hormonal regulation. These studies contribute to a deeper understanding of the mechanisms by which endocrine disruptors exert their effects and inform risk assessment strategies for human and animal populations.

Comparative Physiology Investigations: Ganirelix Acetate is also utilized in comparative studies of reproductive physiology across different animal species. By standardizing the suppression of pituitary gonadotropin release, scientists can compare the resulting physiological and molecular outcomes in various models. This approach aids in identifying conserved and divergent regulatory pathways, thereby advancing knowledge of evolutionary adaptations in reproductive systems.

Molecular Signaling Pathway Analysis: Beyond its applications in reproductive biology, Ganirelix Acetate serves as a precise modulator in studies of intracellular signaling cascades triggered by gonadotropin-releasing hormone. By selectively inhibiting GnRH receptor activation, it allows researchers to delineate the downstream effectors and gene expression profiles associated with GnRH signaling. This mechanistic insight is essential for understanding the broader roles of GnRH and its analogs in cellular communication, growth regulation, and tissue differentiation.

Peptide-based Antagonist Development: The structural features of Ganirelix Acetate have inspired the design and synthesis of novel peptide antagonists targeting various hormone receptors. Medicinal chemists and pharmacologists utilize it as a reference compound to evaluate the efficacy and specificity of new GnRH antagonists, as well as to explore structure-activity relationships that inform the optimization of peptide therapeutics. By serving as a benchmark in antagonist development, Ganirelix Acetate drives innovation in the field of hormone receptor modulation and peptide drug design.

Shipping Condition
Room temperature in continental US; may vary elsewhere.
InChI
InChI=1S/C80H113ClN18O13.2C2H4O2/c1-9-84-79(85-10-2)88-38-17-15-24-60(70(104)94-62(41-49(5)6)71(105)93-61(25-16-18-39-89-80(86-11-3)87-12-4)78(112)99-40-20-26-68(99)77(111)90-50(7)69(82)103)92-73(107)64(44-53-30-35-59(102)36-31-53)97-76(110)67(48-100)98-75(109)66(46-55-21-19-37-83-47-55)96-74(108)65(43-52-28-33-58(81)34-29-52)95-72(106)63(91-51(8)101)45-54-27-32-56-22-13-14-23-57(56)42-54;2*1-2(3)4/h13-14,19,21-23,27-37,42,47,49-50,60-68,100,102H,9-12,15-18,20,24-26,38-41,43-46,48H2,1-8H3,(H2,82,103)(H,90,111)(H,91,101)(H,92,107)(H,93,105)(H,94,104)(H,95,106)(H,96,108)(H,97,110)(H,98,109)(H2,84,85,88)(H2,86,87,89);2*1H3,(H,3,4)/t50-,60-,61+,62+,63-,64+,65-,66-,67+,68+;;/m1../s1
InChI Key
OVBICQMTCPFEBS-SATRDZAXSA-N

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