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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

13 - Non Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)

Certificates of Analysis (COA)

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Takenori Onaga et al.
Regulatory peptides, 173(1-3), 64-73 (2011-10-06)
The present study investigated a role of tachykinins (TK) and neurokinin (NK) receptors (NK-R) in the non-cholinergic regulation of omasal contractions in sheep. Semiquantitative reverse transcription (RT)-PCR revealed that both preprotachykinin (PPT)-A and PPT-B mRNA were distributed in the omasal
Ammar Boudaka et al.
European journal of pharmacology, 556(1-3), 157-165 (2006-12-13)
Transient receptor potential ion channel of the vanilloid type 1 (TRPV1)-dependent pathway, consisting of capsaicin-sensitive tachykininergic primary afferent and myenteric nitrergic neurons, has been suggested to mediate the inhibitory effect of capsaicin on vagally mediated striated muscle contractions in the
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)
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