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MilliporeSigma

C9419

Sigma-Aldrich

4-Chloro-D-phenylalanine

Sinónimos:

D-PCP, D-PCPA

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About This Item

Fórmula empírica (notación de Hill):
C9H10ClNO2
Número de CAS:
Peso molecular:
199.63
Beilstein:
2416151
Número MDL:
Código UNSPSC:
12352200
ID de la sustancia en PubChem:

Formulario

solid

técnicas

ligand binding assay: suitable

temp. de almacenamiento

−20°C

cadena SMILES

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

Clave InChI

NIGWMJHCCYYCSF-MRVPVSSYSA-N

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Acciones bioquímicas o fisiológicas

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.

Código de clase de almacenamiento

6.1C - Combustible acute toxic Cat.3 / toxic compounds or compounds which causing chronic effects

Clase de riesgo para el agua (WGK)

WGK 3

Punto de inflamabilidad (°F)

Not applicable

Punto de inflamabilidad (°C)

Not applicable

Equipo de protección personal

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


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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
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
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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