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B174

Sigma-Aldrich

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
MDL number:
MFCD00938562
UNSPSC Code:
12352200
PubChem Substance ID:
24891607
NACRES:
NA.77

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 Code

11 - 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)

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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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
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
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
I R Tough et al.
European journal of pharmacology, 310(1), 55-60 (1996-08-22)
BIBP3226 (N2-(diphenylacetyl)-N-[4-hydroxyphenyl)methyl]-D-arginine amide) has been used to examine the presence of neuropeptide Y Y1 receptors in 3 gastrointestinal epithelial preparations, namely the rat jejunum and descending colon mucosae and a human colonic adenocarcinoma cell line. The selective Y1 receptor antagonist
Benjamin Mirman et al.
Surgery, 168(1), 155-159 (2020-06-05)
Neuropeptide Y acts directly on the vasculature as a cotransmitter with norepinephrine for an augmented contraction. Little, however, is known about the effects of neuropeptide Y on the microvasculature of human skeletal muscle. Neuropeptide Y signaling has not been studied
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