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Merck
CN

B174

BIBP 3226

Synonym(s):

N2-(Diphenylacetyl)-N-[(4-hydroxyphenyl)methyl]-D-arginine amide

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About This Item

Empirical Formula (Hill Notation):
C27H31N5O3
CAS Number:
159013-54-4
Molecular Weight:
473.57
NACRES:
NA.77
PubChem Substance ID:
24891607
UNSPSC Code:
12352200
MDL number:
MFCD00938562

Key Documents

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assay

≥95%

solubility

H2O: 1 mg/mL

storage temp.

−20°C

SMILES string

NC(=N)NCCC[C@@H](NC(=O)C(c1ccccc1)c2ccccc2)C(=O)NCc3ccc(O)cc3

InChI

1S/C27H31N5O3/c28-27(29)30-17-7-12-23(25(34)31-18-19-13-15-22(33)16-14-19)32-26(35)24(20-8-3-1-4-9-20)21-10-5-2-6-11-21/h1-6,8-11,13-16,23-24,33H,7,12,17-18H2,(H,31,34)(H,32,35)(H4,28,29,30)/t23-/m1/s1

InChI key

KUWBXRGRMQZCSS-HSZRJFAPSA-N

Biochem/physiol Actions

Selective non-peptide neuropeptide Y1 (NPY1) receptor antagonist.

Features and Benefits

This compound is featured on the Neuropeptide Y Receptors page of the Handbook of Receptor Classification and Signal Transduction. To browse other handbook pages, click here.

Storage Class

11 - 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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Certificates of Analysis (COA)

Lot/Batch Number
SLBX8085
SLBP9469V
SLBG8690V
SLBG0623V
SLBD8713V

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H N Doods et al.
The Journal of pharmacology and experimental therapeutics, 275(1), 136-142 (1995-10-01)
The present study was undertaken to investigate the in vitro and in vivo pharmacological profile of the novel, nonpeptide neuropeptide Y (NPY) Y1-selective antagonist, BIBP 3226 [(R)-N2-(diphenylacetyl)-N-[(4-hydroxyphenyl)methyl]-D-arginine-am ide], and a recently described peptidic structure [Ile-Glu-Pro-Orn-Tyr-Arg-Leu-Arg-Tyr-NH2, cyclic (2,4'), (2',4)-diamide]. BIBP 3226
Olga Zagorácz et al.
Brain research, 1727, 146563-146563 (2019-11-26)
Even though several of RFamide peptides have been shown to modify memory and learning processes in different species, almost nothing is known regarding cognitive effects of recently discovered neuropeptide QRFP. Considering multiple physiological functions of QRFP, localization of QRFP-synthesizing neurons
Luisa Barreiros et al.
Analytical and bioanalytical chemistry, 412(24), 6625-6632 (2020-07-31)
Neuropeptide Y (NPY) is a peptide widely distributed throughout the body that is involved in various physiological processes, including the regulation of feeding behavior and energy homeostasis. 5-Carbamimidamido-2-(2,2-diphenylacetamido)-N-[(4-hydroxyphenyl)methyl]pentanamide (BIBP 3226) is a selective NPY Y1 receptor antagonist with recognized application
P M Vanderheyden et al.
European journal of pharmacology, 331(2-3), 275-284 (1997-07-23)
[3H]Neuropeptide Y labelled neuropeptide Y receptors in rat forebrain membranes as a homogenous class of high-affinity sites. Between 80 and 85% of these receptors showed high affinity for Y1-selective antagonists such as (R)-N2-(diphenylacetyl)-N-[(4-hydroxyphenyl)methyl]-D-arginine amide (BIBP3226). While competitive in functional studies
Henry H Ruiz et al.
PloS one, 14(8), e0220156-e0220156 (2019-08-02)
Administration of dextran sodium sulfate (DSS) to rodents at varying concentrations and exposure times is commonly used to model human inflammatory bowel disease (IBD). Currently, the criteria used to assess IBD-like pathology seldom include surrogate measures of visceral pain. Thus
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