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Merck
CN
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文件

安全信息

L0399

Sigma-Aldrich

Leuprolide acetate salt

≥98% (HPLC)

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别名:
des-Gly10-[D-Leu6]-LH-RH ethylamide, Leuprorelin
经验公式（希尔记法）:
C59H84N16O12 · xC2H4O2
CAS号:
74381-53-6
分子量:
1209.40 (free base basis)
MDL编号:
MFCD00167544
UNSPSC代码:
12352200
PubChem化学物质编号:
24896252
NACRES:
NA.32

质量水平

200

检测方案

≥98% (HPLC)

储存温度

−20°C

SMILES字符串

CCNC(=O)[C@@H]1CCCN1C(=O)[C@H](CCCNC(N)=N)NC(=O)[C@H](CC(C)C)NC(=O)[C@@H](CC(C)C)NC(=O)[C@H](Cc2ccc(O)cc2)NC(=O)[C@H](CO)NC(=O)[C@H](Cc3c[nH]c4ccccc34)NC(=O)[C@H](Cc5c[nH]cn5)NC(=O)[C@@H]6CCC(=O)N6

InChI

1S/C59H84N16O12/c1-6-63-57(86)48-14-10-22-75(48)58(87)41(13-9-21-64-59(60)61)68-51(80)42(23-32(2)3)69-52(81)43(24-33(4)5)70-53(82)44(25-34-15-17-37(77)18-16-34)71-56(85)47(30-76)74-54(83)45(26-35-28-65-39-12-8-7-11-38(35)39)72-55(84)46(27-36-29-62-31-66-36)73-50(79)40-19-20-49(78)67-40/h7-8,11-12,15-18,28-29,31-33,40-48,65,76-77H,6,9-10,13-14,19-27,30H2,1-5H3,(H,62,66)(H,63,86)(H,67,78)(H,68,80)(H,69,81)(H,70,82)(H,71,85)(H,72,84)(H,73,79)(H,74,83)(H4,60,61,64)/t40-,41-,42-,43+,44-,45-,46-,47-,48-/m0/s1

InChI key

GFIJNRVAKGFPGQ-LIJARHBVSA-N

基因信息

human ... GNRHR(2798)
rat ... Gnrhr(81668)

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Amino Acid Sequence

Glp-His-Trp-Ser-Tyr-Leu-Leu-Arg-Pro-NHEt

应用

In mice, leuprolide acetate salt has been used to check the need of estrogen receptor α in spermatogenic cells, for development or function in fertilization.

生化/生理作用

Glp-His-Trp-Ser-Tyr-Leu-Leu-Arg-Pro-NHEt (des-Gly10-[D-Leu6]-LH-RH) is a GnRH (gonadotropin-releasing hormone) agonist, leuprolide. GnRH (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. Mutations in GnRH are associated with normosmic congenital hypogonadotropic hypogonadism. Low concentration of leuprolide can be used for the treatment of endometriosis, uterine fibroids, central precocious puberty and advanced prostate cancer.

WGK

WGK 2

闪点(°F)

Not applicable

闪点(°C)

Not applicable

个人防护装备

Eyeshields, Gloves, type N95 (US)

法规信息

监管及禁止进口产品

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R Sharifi et al.
The Journal of urology, 143(1), 68-71 (1990-01-01)
In a phase III, open, multicenter study we evaluated the safety and efficacy of the depot formulation of leuprolide (7.5 mg. injected intramuscularly every 4 weeks) in patients with stage D2 prostate cancer who had not previously received systemic treatment.
Erin I Lewis et al.
Fertility and sterility, 99(7), 2017-2024 (2013-03-08)
To evaluate novel hormonal therapies in patients with unresectable benign metastasizing leiomyoma (BML) disease. Case series. National Institutes of Health (NIH). Five subjects with the diagnosis of BML based on imaging and/or histopathologic diagnosis. Four patients were treated with single
Gina Lama et al.
PloS one, 8(1), e52530-e52530 (2013-01-18)
High cell-surface GnRH receptor (GnRH-R) levels have been shown to have a major influence on the extent of GnRH agonist-mediated tumor growth inhibition. The ability of the GnRH agonist leuprorelin acetate (LA) to induce a post-transcriptional upregulation of GnRH-R at
Syed Nuruddin et al.
PloS one, 9(8), e103607-e103607 (2014-08-05)
Research on Alzheimer's disease (AD) has indicated an association between hormones of the hypothalamic-pituitary-gonadal (HPG) axis and cognitive senescence, indicating that post meno-/andropausal changes in HPG axis hormones are implicated in the neuropathology of AD. Studies of transgenic mice with
D Mahato et al.
Endocrinology, 141(3), 1273-1276 (2000-03-04)
Estrogen receptors alpha (ERalpha) and beta (ERbeta) are ligand-dependent transcription factors and members of the nuclear hormone receptor superfamily encoded by separate genes. Male mice homozygous for a mutation in the gene encoding ERalpha are infertile. To determine whether germ
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