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A5330

Sigma-Aldrich

N-Acetyl-L-tryptophan 3,5-bis(trifluoromethyl)benzyl ester

≥99% (TLC), powder

Synonym(s):

L-732,138

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About This Item

Empirical Formula (Hill Notation):
C22H18F6N2O3
CAS Number:
148451-96-1
Molecular Weight:
472.38
MDL number:
MFCD00237267
UNSPSC Code:
12352200
PubChem Substance ID:
24277690

Assay

≥99% (TLC)

form

powder

mp

147-148 °C (lit.)

storage temp.

−20°C

SMILES string

CC(=O)N[C@@H](Cc1c[nH]c2ccccc12)C(=O)OCc3cc(cc(c3)C(F)(F)F)C(F)(F)F

InChI

1S/C22H18F6N2O3/c1-12(31)30-19(8-14-10-29-18-5-3-2-4-17(14)18)20(32)33-11-13-6-15(21(23,24)25)9-16(7-13)22(26,27)28/h2-7,9-10,19,29H,8,11H2,1H3,(H,30,31)/t19-/m0/s1

InChI key

BYYQYXVAWXAYQC-IBGZPJMESA-N

Gene Information

human ... TACR1(6869)

Biochem/physiol Actions

Competitive substance P receptor antagonist. It is approximately 1000-fold more potent at cloned human NK-1 receptors than at cloned human NK-2 and NK-3 receptors; and approximately 200-fold more potent at human NK-1 receptors than at rat NK-1 receptors. The IC50 for the human NK-1 receptor expressed in CHO cells is approximately 2 nM.

Storage Class Code

13 - Non Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

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Miguel Muñoz et al.
Peptides, 38(2), 318-325 (2012-10-03)
The last decades have seen no significant progress in extending the survival of lung cancer patients and there is an urgent need to improve current therapies. The substance P (SP)/neurokinin-1 receptor (NK-1R) system plays an important role in the development
Ruei-Lung Lin et al.
Journal of applied physiology (Bethesda, Md. : 1985), 106(6), 1917-1924 (2009-03-21)
A recent study by our laboratory has shown that an increase in intrathoracic temperature activates vagal pulmonary C-fibers. Because these afferents are known to elicit reflex bronchoconstriction upon stimulation, this study was carried out to investigate if an increase in
Francesco Ferrini et al.
Pain, 129(1-2), 195-209 (2007-02-24)
Inhibitory neurotransmission in spinal cord dorsal horn is mainly mediated by gamma-amino butyric acid (GABA) and glycine. By patch clamp recordings and correlative immunocytochemistry, we studied here the effect of 2 microM capsaicin-induced vanilloid receptor-1 (TRPV1) activation on IPSCs in
S C Lagraize et al.
Neuroscience, 171(4), 1341-1356 (2010-10-05)
Hyperalgesia in animal injury models is linked to activation of descending raphespinal modulatory circuits originating in the rostral ventromedial medulla (RVM). A neurokinin-1 (NK-1) receptor antagonist microinjected into the RVM before or after inflammation produced by complete Freund's adjuvant (CFA)
Luca Antonioli et al.
International journal of obesity (2005), 43(2), 331-343 (2018-08-08)
The murine model of high fat diet (HFD)-induced obesity is characterized by an increment of intestinal permeability, secondary to an impairment of mucosal epithelial barrier and enteric inflammation, followed by morphofunctional rearrangement of the enteric nervous system. The present study
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