MedKoo Cat#: 326636 | Name: Alarelin Acetate
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Description:

WARNING: This product is for research use only, not for human or veterinary use.

Alarelin is a potent LH-RH agonist in rats and mice. Alarelin reversibly delays sexual maturation in rats, stimulates spawning activity in fish. GnRH ( gonadotropin-releasing hormone, Glp-His-Trp-Ser-Tyr-Gly-Leu-Arg-Pro-Gly-NH2), which is also referred as LHRH (luteinizing hormone-releasing hormone) or gonadorelin, is crucial for mammalian reproduction and is released from hypothalamic neurons. It is responsible for the secretion of gonadotropins, luteinizing hormone (LH) and follicle-stimulating hormone (FSH), from the pituitary glands.

Chemical Structure

Alarelin Acetate
CAS#79561-22-1 (acetate)

Theoretical Analysis

MedKoo Cat#: 326636

Name: Alarelin Acetate

CAS#: 79561-22-1 (acetate)

Chemical Formula: C60H86N16O16

Exact Mass: 0.0000

Molecular Weight: 1287.44

Elemental Analysis: C, 55.98; H, 6.73; N, 17.41; O, 19.88

Price and Availability

Size Price Availability Quantity
10mg USD 350.00 2 Weeks
100mg USD 750.00 2 Weeks
200mg USD 1,250.00 2 Weeks
500mg USD 2,450.00 2 Weeks
1g USD 3,250.00 2 Weeks
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Related CAS #
79561-22-1 (acetate) 148029-26-9 (free base)
Synonym
Alarelin Acetate; LHRH-A; 6-D-Ala-10-D-gly-LHRH-ethylamide. Pyr-His-Trp-Ser-Tyr-D-Ala-Leu-Arg-Pro-NHEt. 6-D-Ala-10-D-gly-LHRH-ethylamide.
IUPAC/Chemical Name
(S)-1-((3S,6S,9S,12S,15R,18S,21S)-3-((1H-imidazol-5-yl)methyl)-6-((1H-indol-3-yl)methyl)-21-(3-((diaminomethylene)amino)propyl)-12-(4-hydroxybenzyl)-9-(hydroxymethyl)-18-isobutyl-15-methyl-1,4,7,10,13,16,19-heptaoxo-1-((S)-5-oxopyrrolidin-2-yl)-2,5,8,11,14,17,20-heptaazadocosan-22-oyl)-N-ethylpyrrolidine-2-carboxamide diacetate
InChi Key
DPWSRXJWCYEGIV-PFHUABGLSA-N
InChi Code
InChI=1S/C56H78N16O12.2C2H4O2/c1-5-60-54(83)45-13-9-21-72(45)55(84)39(12-8-20-61-56(57)58)66-50(79)40(22-30(2)3)67-47(76)31(4)64-49(78)41(23-32-14-16-35(74)17-15-32)68-53(82)44(28-73)71-51(80)42(24-33-26-62-37-11-7-6-10-36(33)37)69-52(81)43(25-34-27-59-29-63-34)70-48(77)38-18-19-46(75)65-38;2*1-2(3)4/h6-7,10-11,14-17,26-27,29-31,38-45,62,73-74H,5,8-9,12-13,18-25,28H2,1-4H3,(H,59,63)(H,60,83)(H,64,78)(H,65,75)(H,66,79)(H,67,76)(H,68,82)(H,69,81)(H,70,77)(H,71,80)(H4,57,58,61);2*1H3,(H,3,4)/t31-,38+,39+,40+,41+,42+,43+,44+,45+;;/m1../s1
SMILES Code
O=C([C@H](CC1)NC1=O)N[C@@H](CC2=CN=CN2)C(N[C@@H](CC3=CNC4=C3C=CC=C4)C(N[C@@H](CO)C(N[C@@H](CC5=CC=C(O)C=C5)C(N[C@H](C)C(N[C@@H](CC(C)C)C(N[C@@H](CCC/N=C(N)\N)C(N6[C@H](C(NCC)=O)CCC6)=O)=O)=O)=O)=O)=O)=O.CC(O)=O.CC(O)=O
Appearance
Solid powder
Purity
>98% (or refer to the Certificate of Analysis)
Shipping Condition
Shipped under ambient temperature as non-hazardous chemical. This product is stable enough for a few weeks during ordinary shipping and time spent in Customs.
Storage Condition
Dry, dark and at 0 - 4 C for short term (days to weeks) or -20 C for long term (months to years).
Solubility
Soluble in DMSO, not in water
Shelf Life
>2 years if stored properly
Drug Formulation
This drug may be formulated in DMSO
Stock Solution Storage
0 - 4 C for short term (days to weeks), or -20 C for long term (months).
HS Tariff Code
2934.99.9001
More Info
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Preparing Stock Solutions

The following data is based on the product molecular weight 1,287.44 Batch specific molecular weights may vary from batch to batch due to the degree of hydration, which will affect the solvent volumes required to prepare stock solutions.

Recalculate based on batch purity %
Concentration / Solvent Volume / Mass 1 mg 5 mg 10 mg
1 mM 1.15 mL 5.76 mL 11.51 mL
5 mM 0.23 mL 1.15 mL 2.3 mL
10 mM 0.12 mL 0.58 mL 1.15 mL
50 mM 0.02 mL 0.12 mL 0.23 mL
1: Carel JC, Eugster EA, Rogol A, Ghizzoni L, Palmert MR; ESPE-LWPES GnRH Analogs Consensus Conference Group; Antoniazzi F, Berenbaum S, Bourguignon JP, Chrousos GP, Coste J, Deal S, de Vries L, Foster C, Heger S, Holland J, Jahnukainen K, Juul A, Kaplowitz P, Lahlou N, Lee MM, Lee P, Merke DP, Neely EK, Oostdijk W, Phillip M, Rosenfield RL, Shulman D, Styne D, Tauber M, Wit JM. Consensus statement on the use of gonadotropin-releasing hormone analogs in children. Pediatrics. 2009 Apr;123(4):e752-62. doi: 10.1542/peds.2008-1783. Epub 2009 Mar 30. PMID: 19332438. 2: Wang B, Bissell DM. Hereditary Coproporphyria. 2012 Dec 13 [updated 2022 May 19]. In: Adam MP, Mirzaa GM, Pagon RA, Wallace SE, Bean LJH, Gripp KW, Amemiya A, editors. GeneReviews® [Internet]. Seattle (WA): University of Washington, Seattle; 1993–2023. PMID: 23236641. 3: Agarwal SK, Hamrang C, Henzl MR, Judd HL. Nafarelin vs. leuprolide acetate depot for endometriosis. Changes in bone mineral density and vasomotor symptoms. Nafarelin Study Group. J Reprod Med. 1997 Jul;42(7):413-23. PMID: 9252932. 4: Dantas ZN, Vicino M, Balmaceda JP, Asch RH, Stone SC. Comparison between nafarelin and leuprolide acetate for in vitro fertilization: preliminary clinical study. Fertil Steril. 1994 Apr;61(4):705-8. doi: 10.1016/s0015-0282(16)56649-7. PMID: 8150114. 5: Takeuchi S, Minoura H, Shibahara T, Tsuiki Y, Noritaka F, Toyoda N. A prospective randomized comparison of routine buserelin acetate and a decreasing dosage of nafarelin acetate with a low-dose gonadotropin-releasing hormone agonist protocol for in vitro fertilization and intracytoplasmic sperm injection. Fertil Steril. 2001 Sep;76(3):532-7. doi: 10.1016/s0015-0282(01)01977-x. PMID: 11532477. 6: Chu NI, Chan RL, Hama KM, Chaplin MD. Disposition of nafarelin acetate, a potent agonist of luteinizing hormone-releasing hormone, in rats and rhesus monkeys. Drug Metab Dispos. 1985 Sep-Oct;13(5):560-5. PMID: 2865103. 7: Tanos V, Friedler S, Shushan A, Strauss N, Hetsroni I, Lewin A. Comparison between nafarelin acetate and D-Trp6-LHRH for temporary pituitary suppression in in vitro fertilization (IVF) patients: a prospective crossover study. J Assist Reprod Genet. 1995 Nov;12(10):715-9. doi: 10.1007/BF02212899. PMID: 8624429. 8: Letassy NA, Thompson DF, Britton ML, Suda RR Sr. Nafarelin acetate: a gonadotropin-releasing hormone agonist for the treatment of endometriosis. DICP. 1990 Dec;24(12):1204-9. doi: 10.1177/106002809002401212. Erratum in: DICP 1991 Mar;25(3):321. PMID: 2151003. 9: Yuzpe AA, Nisker JA, Kaplan BR, Tummon IS, Auckland J. Nafarelin acetate for pituitary down-regulation in in vitro fertilization. Comparison of two dosages. J Reprod Med. 1995 Feb;40(2):83-8. PMID: 7738933. 10: Alizadeh B, Bahari Javan N, Akbari Javar H, Khoshayand MR, Dorkoosh F. Prolonged injectable formulation of Nafarelin using in situ gel combination delivery system. Pharm Dev Technol. 2018 Feb;23(2):132-144. doi: 10.1080/10837450.2017.1321662. Epub 2017 May 5. PMID: 28430010. 11: Minaguchi H, Wong JM, Snabes MC. Clinical use of nafarelin in the treatment of leiomyomas. A review of the literature. J Reprod Med. 2000 Jun;45(6):481-9. PMID: 10900582. 12: Kennedy SH, Williams IA, Brodribb J, Barlow DH, Shaw RW. A comparison of nafarelin acetate and danazol in the treatment of endometriosis. Fertil Steril. 1990 Jun;53(6):998-1003. doi: 10.1016/s0015-0282(16)53574-2. PMID: 2140996. 13: Harada T. [Endometriosis]. Nihon Rinsho. 2006 Apr;64 Suppl 4:70-4. Japanese. PMID: 16689287. 14: Brenner PF, Shoupe D, Mishell DR Jr. Ovulation inhibition with nafarelin acetate nasal administration for six months. Contraception. 1985 Dec;32(6):531-51. doi: 10.1016/s0010-7824(85)80001-9. PMID: 2936564. 15: Chrisp P, Goa KL. Nafarelin. A review of its pharmacodynamic and pharmacokinetic properties, and clinical potential in sex hormone-related conditions. Drugs. 1990 Apr;39(4):523-51. doi: 10.2165/00003495-199039040-00005. PMID: 2140979. 16: Valle RF, Sciarra JJ. Endometriosis: treatment strategies. Ann N Y Acad Sci. 2003 Nov;997:229-39. doi: 10.1196/annals.1290.026. PMID: 14644830. 17: Lockwood GM, Pinkerton SM, Barlow DH. A prospective randomized single-blind comparative trial of nafarelin acetate with buserelin in long-protocol gonadotrophin-releasing hormone analogue controlled in-vitro fertilization cycles. Hum Reprod. 1995 Feb;10(2):293-8. doi: 10.1093/oxfordjournals.humrep.a135930. PMID: 7769051. 18: Chan RL, Chaplin MD. Plasma binding of LHRH and nafarelin acetate, a highly potent LHRH agonist. Biochem Biophys Res Commun. 1985 Mar 15;127(2):673-9. doi: 10.1016/s0006-291x(85)80214-x. PMID: 3156598. 19: Batheja P, Thakur R, Michniak B. Transdermal iontophoresis. Expert Opin Drug Deliv. 2006 Jan;3(1):127-38. doi: 10.1517/17425247.3.1.127. Erratum in: Expert Opin Drug Deliv. 2006 Mar;3(2):303. Priya, Batheja [corrected to Batheja, Priya]; Rashmi, Thakur [corrected to Thakur, Rashmi]; Bozena, Michniak [corrected to Michniak, Bozena]. PMID: 16370945. 20: Goldman JA, Dicker D, Feldberg D, Ashkenazi J, Voliowich I. A prospective randomized comparison of two gonadotrophin-releasing hormone agonists, nafarelin acetate and buserelin acetate, in in-vitro fertilization-embryo transfer. Hum Reprod. 1994 Feb;9(2):226-8. doi: 10.1093/oxfordjournals.humrep.a138486. PMID: 8027276.