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F1183

Sigma-Aldrich

FK888 hydrate

Synonym(s):

FK888 hydrate, (4R)-4-Hydroxy-1-[(1-methyl-1H-indol-3-yl)carbonyl]-L-prolyl-N-methyl-3-(2-naphthalenyl)-N-(phenylmethyl)-L-alaninamide hydrate, N2-[(4R)-4-hydroxyl-1-(1-methyl-1H-indol-3-yl)carbonyl-L-prolyl]-N-methyl-N-phenylmethyl-3-(2-naphthyl)-L-alaninamide hydrate

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About This Item

Empirical Formula (Hill Notation):
C36H36N4O4 · xH2O
CAS Number:
Molecular Weight:
588.70 (anhydrous basis)
MDL number:
UNSPSC Code:
12352200
PubChem Substance ID:
NACRES:
NA.77

assay

≥98% (HPLC)

form

powder

optical activity

[α]/D -135 to -145°, c = 1 in methanol

color

white to tan

solubility

DMSO: ≥13 mg/mL

shipped in

wet ice

storage temp.

−20°C

SMILES string

O.CN(Cc1ccccc1)C(=O)[C@H](Cc2ccc3ccccc3c2)NC(=O)[C@@H]4C[C@@H](O)CN4C(=O)c5cc6ccccc6n5C

InChI

1S/C36H36N4O4.H2O/c1-38(22-24-10-4-3-5-11-24)35(43)30(19-25-16-17-26-12-6-7-13-27(26)18-25)37-34(42)32-21-29(41)23-40(32)36(44)33-20-28-14-8-9-15-31(28)39(33)2;/h3-18,20,29-30,32,41H,19,21-23H2,1-2H3,(H,37,42);1H2/t29-,30+,32+;/m1./s1

InChI key

QOMUXFWVTKDGGK-ZGCLDRINSA-N

Biochem/physiol Actions

Selective, high affinity tachykinin NK1 receptor antagonist.

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable


Certificates of Analysis (COA)

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E C Gavioli et al.
Behavioural brain research, 134(1-2), 411-415 (2002-08-23)
The lateral septal nucleus (LS) presents a dense plexus of fibers containing substance P (SP), which is known to induce pronounced anxiogenic-like effects when applied into this brain site. In the present report, we investigated the role of lateral septal
Y Kamijo et al.
Life sciences, 70(1), 1-15 (2002-01-05)
To evaluate whether neutral endopeptidase (NEP) inhibitors have adverse respiratory effects, the influence of a NEP inhibitor on bradykinin (BK)-induced bronchoconstriction was investigated. In anesthetized and artificially ventilated guinea pigs, changes in airway opening pressure (Pao) were measured as an
Raquel M Teixeira et al.
Neuropeptides, 37(5), 307-315 (2003-11-11)
This study investigated the influence of a selective tachykinin NK(1) receptor antagonist FK888 on the performance of mice in the elevated plus-maze test and on peripheral blood count after central treatment with substance P (SP) compared to animals submitted to
Hironobu Fukuda et al.
International archives of allergy and immunology, 152(3), 295-300 (2010-02-13)
Although neurogenic inflammation of the airways via activation of C-fibers is thought to be important in the pathogenesis of asthma, the mechanisms regulating C-fiber activity remain uncertain. The influence of a cannabinoid receptor agonist, WIN 55,212-2, on C-fiber activation in
Mariem El Sayah et al.
Peptides, 24(7), 1045-1051 (2003-09-23)
We have reported previously that bradykinin (BK) induces potent and reproducible concentration-dependent contractions of the pig iris sphincter (PIS) muscle in vitro through the activation of BK B(2) receptors. Here we attempted to investigate additional mechanisms by which BK induces

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