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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:
138449-07-7
Molecular Weight:
588.70 (anhydrous basis)
MDL number:
MFCD19686961
UNSPSC Code:
12352200
PubChem Substance ID:
329799676
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 Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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Filipe S Duarte et al.
Behavioural brain research, 154(2), 501-510 (2004-08-18)
Substance P (SP) and its preferred NK1 receptor are widely expressed throughout the fear-processing pathways of the brain and its role in the modulation of experimental anxiety has been demonstrated. SP, like other peptides, are cleaved by peptidases in two
Hiroshi Tsuchida et al.
European journal of pharmacology, 586(1-3), 306-312 (2008-03-21)
Neurokinins are known to induce neurogenic inflammation related to respiratory diseases, though there is little information on triple neurokinin receptor antagonists. The pharmacological properties of the novel triple neurokinin 1, 2 and 3 receptor antagonist [1-(2-[(2R)-(3,4-dichlorophenyl)-4-(3,4,5-trimethoxybenzoyl)morpholin-2-yl]ethyl)spiro[benzo[c]thiophene-1(3H),4'-piperidine]-(2S)-oxide hydrochloride] (CS-003) were evaluated
Toshiomi Nakate et al.
Journal of controlled release : official journal of the Controlled Release Society, 97(1), 19-29 (2004-05-19)
(4R)-4-Hydroxy-l-[(l-methyl-lH-indol-3-yl)carbonyl]-L-prolyl-N-benzyl-N-methyl-3-(2-naphthyl)-L-alaninamide (FK888) is a candidate selective NK1 receptor antagonist, and it exhibits poor absorption from the gastrointestinal (GI) tract in healthy volunteers. The objective of this study was to develop an optimized DPI formulation with carrier lactose using a Spinhaler
Marcelo Duzzioni et al.
Behavioural brain research, 187(1), 140-145 (2007-10-30)
This study aimed to investigate the relationship between substance P (SP) and diazepam (DZP) in the modulation of anxiety and memory in rats as evaluated in the elevated T-maze (ETM). For this purpose, in the first experiment, rats were intraperitoneally
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
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