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Merck
CN

C9419

Sigma-Aldrich

4-Chloro-D-phenylalanine

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别名:
D-PCP, D-PCPA
经验公式(希尔记法):
C9H10ClNO2
CAS号:
分子量:
199.63
Beilstein:
2416151
MDL编号:
UNSPSC代码:
12352200
PubChem化学物质编号:

形式

solid

技术

ligand binding assay: suitable

储存温度

−20°C

SMILES字符串

N[C@H](Cc1ccc(Cl)cc1)C(O)=O

InChI

1S/C9H10ClNO2/c10-7-3-1-6(2-4-7)5-8(11)9(12)13/h1-4,8H,5,11H2,(H,12,13)/t8-/m1/s1

InChI key

NIGWMJHCCYYCSF-MRVPVSSYSA-N

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生化/生理作用

4-Chloro-D-phenylalanine (D-PCP, D-Phe(4Cl)) is a component of the synthetic decapeptide SB-4-Chloro-D-phenylalanine. (D-PCP, D-Phe(4Cl)) is a component of the synthetic peptides SB-75/cetrorelix, a Gonadotropin Releasing Hormone (GnRH) antagonist, and of the VIP receptor antagonist (4Cl-D-Phe(6),Leu(17))-VIP.

WGK

WGK 3

闪点(°F)

Not applicable

闪点(°C)

Not applicable

个人防护装备

Eyeshields, Faceshields, Gloves, type P2 (EN 143) respirator cartridges

法规信息

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J Pinski et al.
International journal of peptide and protein research, 45(5), 410-417 (1995-05-01)
The objective of this study was to examine the in vivo and in vitro gonadotropin-inhibiting potencies, edematogenic activities and the receptor binding affinities of the D-Cit6, D,L-Cit6 and L-Cit6 forms of the LH-RH antagonist Cetrorelix (SB-75) [Ac-D-Nal(2)1,D-Phe(4Cl)2,D-Pal(3)3,D-Cit6,D-Ala10]LH- RH. In order
S Kordasti et al.
Gut, 53(7), 952-957 (2004-06-15)
The mechanisms underlying intestinal secretion in rotavirus diarrhoea remain to be established. We previously reported that rotavirus evokes intestinal fluid and electrolyte secretion by activation of the enteric nervous system. We now report that antagonists for the 5-hydroxytryptamine 3 receptor
T Yano et al.
Proceedings of the National Academy of Sciences of the United States of America, 91(15), 7090-7094 (1994-07-19)
Female athymic nude mice bearing xenografts of OV-1063 human epithelial ovarian cancer cell line were treated with potent luteinizing hormone (LH)-releasing hormone (LH-RH) antagonist SB-75 (Cetrorelix; [Ac-D-Nal(2)1, D-Phe(4 CI)2, D-Pal(3)3, D-Cit6, D-Ala10]LH-RH in which Ac-D-Nal(2) = N-acetyl-3-(2-naphthyl)-D-alanine, D-Phe(4CI) = 4-chloro-D-phenylalanine
J Horvath et al.
International journal of oncology, 6(5), 969-975 (1995-05-01)
The effects of luteinizing hormone-releasing hormone (LH-RH), and LH-RH antagonist Cetrorelix, (SB-75, [Ac-D-Nal(2)(1),D-Phe(4-Cl)(2),D-Pal(3)(3),D-Cit(6),D-Ala(10)]LH-RH) on cell growth and the production of hCG and cAMP in JAR human choriocarcinoma cells were examined in vitro. Both LH-RH and its antagonist SE-75, at 1
Rita Berardelli et al.
Gynecological endocrinology : the official journal of the International Society of Gynecological Endocrinology, 27(10), 753-758 (2011-01-06)
Gonadotropin Releasing Hormone (GnRH) antagonists (GnRHa) suppress gonadotropin and sex-steroid secretion. In normal women, acute GnRHa administration induces inhibitory effect on pituitary-gonadal axis, followed by Luteinizing Hormone (LH) rebound. Functional hypothalamic amenorrhea (HA) is characterised by impaired gonadotropin secretion and

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