A GNRH agonist
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Nafarelin (acetate)

Item No. 24070

Technical Information
Formal Name
6-[3-(2-naphthalenyl)-D-alanine]-luteinizing hormone-releasing factor (swine) acetate
CAS Number
76932-60-0
Molecular Formula
C66H83N17O13 • XC2H4O2
Formula Weight
Purity
≥95%
A solid
DMSO: Slightly SolubleMethanol: Slightly SolubleWater: Slightly Soluble
SMILES
O=C(N[C@@H](CO)C(N[C@@H](CC1=CC=C(O)C=C1)C(N[C@H](CC2=CC(C=CC=C3)=C3C=C2)C(N[C@@H](CC(C)C)C(N[C@@H](CCCNC(N)=N)C(N4CCC[C@H]4C(NCC(N)=O)=O)=O)=O)=O)=O)=O)[C@@H](NC([C@@H](NC([C@@H]5CCC(N5)=O)=O)CC6=CNC=N6)=O)CC7=CNC8=C7C=CC=C8.OC(C)=O
InChi Code
InChI=1S/C66H83N17O13.C2H4O2/c1-36(2)25-48(58(89)76-47(13-7-23-71-66(68)69)65(96)83-24-8-14-54(83)64(95)73-33-55(67)86)77-60(91)50(28-38-15-18-39-9-3-4-10-40(39)26-38)78-59(90)49(27-37-16-19-43(85)20-17-37)79-63(94)53(34-84)82-61(92)51(29-41-31-72-45-12-6-5-11-44(41)45)80-62(93)52(30-42-32-70-35-74-42)81-57(88)46-21-22-56(87)75-46;1-2(3)4/h3-6,9-12,15-20,26,31-32,35-36,46-54,72,84-85H,7-8,13-14,21-25,27-30,33-34H2,1-2H3,(H2,67,86)(H,70,74)(H,73,95)(H,75,87)(H,76,89)(H,77,91)(H,78,90)(H,79,94)(H,80,93)(H,81,88)(H,82,92)(H4,68,69,71);1H3,(H,3,4)/t46-,47-,48-,49-,50+,51-,52-,53-,54-;/m0./s1
InChi Key
GUJYDLHACHDKAJ-CFWZQLQRSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    Product Description

    Nafarelin is an agonist of gonadotropin-releasing hormone (GNRH).1,2,3 It is a long-acting agent that, after an initial increase in sex hormone levels, decreases the level of circulating gonadotropins and sex hormones. In vivo, nafarelin (0.5-2.0 μg/kg, s.c.) reduces plasma levels of luteinizing hormone and testosterone (Item Nos. 15645 | ISO60154) as well as testicular volume, sperm count, sperm motility, and duration of ejaculation in male dogs.1 Nafarelin (32 μg/animal per day) inhibits estrus in female beagle dogs.2 It also reduces the volume of endometrial tissue in a rat model of endometriosis.3 Formulations containing nafarelin have been used in the treatment of endometriosis and central precocious puberty.

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Vickery, B.H., McRae, G.I., Briones, W.V., et alDose-response studies on male reproductive parameters in dogs with nafarelin acetate, a potent LHRH agonist. J. Androl. 6(1), 53-60 (1985).

    2. McRae, G.I., Roberts, B.B., Worden, A.C., et alLong-term reversible suppression of oestrus in bitches with nafarelin acetate, a potent LHRH agonist. J. Reprod. Fertil. 74(2), 389-397 (1985).

    3. Mizutani, T., Sakata, M., and Terakawa, N. Effect of gonadotropin-releasing hormone agonists, nafarelin, buserelin, and leuprolide, on experimentally induced endometriosis in the rat. Int. J. Fertil. Menopausal Stud. 40(2), 106-111 (1995).