A5330
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:
Molecular Weight:
472.38
UNSPSC Code:
12352200
PubChem Substance ID:
MDL number:
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
SMILES string
CC(=O)N[C@@H](Cc1c[nH]c2ccccc12)C(=O)OCc3cc(cc(c3)C(F)(F)F)C(F)(F)F
InChI key
BYYQYXVAWXAYQC-IBGZPJMESA-N
assay
≥99% (TLC)
form
powder
mp
147-148 °C (lit.)
storage temp.
−20°C
Gene Information
human ... TACR1(6869)
Biochem/physiol Actions
Competitive substance P receptor antagonist.
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
13 - Non Combustible Solids
wgk
WGK 3
flash_point_f
Not applicable
flash_point_c
Not applicable
ppe
Eyeshields, Gloves, type N95 (US)
Regulatory Information
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Miguel Muñoz et al.
Investigational new drugs, 26(2), 111-118 (2007-10-02)
It has been demonstrated that substance P (SP) induces cell proliferation and neurokinin-1 (NK-1) receptor antagonists inhibit growth in several human cancer cell lines, but it is currently unknown whether such actions are exerted on human laryngeal carcinoma cell line
Ming-Ming Zhang et al.
PloS one, 8(3), e59234-e59234 (2013-04-05)
Substance P (SP) and its receptor, the neurokinin 1 receptor (NK1R), play important roles in transmitting and regulating somatosensory nociceptive information. However, their roles in visceral nociceptive transmission and regulation remain to be elucidated. In the previous study, moderate SP
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)
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
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
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