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SML0220

Sigma-Aldrich

YM 022

≥98% (HPLC)

Synonym(s):

N-[(3R)-2,3-Dihydro-1-[2-(2-methylphenyl)-2-oxoethyl]-2-oxo-5-phenyl-1H-1,4-benzodiazepin-3-yl]-N′-(3-methylphenyl)-urea

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About This Item

Empirical Formula (Hill Notation):
C32H28N4O3
CAS Number:
145084-28-2
Molecular Weight:
516.59
MDL number:
MFCD00917023
UNSPSC Code:
12352200
PubChem Substance ID:
329825239
NACRES:
NA.77

Quality Level

100

Assay

≥98% (HPLC)

form

powder

optical activity

[α]/D +128 to +140 (c = 1, DCM)

color

white to beige

solubility

DMSO: 5 mg/mL (clear solution)

storage temp.

room temp

SMILES string

Cc1cccc(NC(=O)N[C@@H]2N=C(c3ccccc3)c4ccccc4N(CC(=O)c5ccccc5C)C2=O)c1

InChI

1S/C32H28N4O3/c1-21-11-10-15-24(19-21)33-32(39)35-30-31(38)36(20-28(37)25-16-7-6-12-22(25)2)27-18-9-8-17-26(27)29(34-30)23-13-4-3-5-14-23/h3-19,30H,20H2,1-2H3,(H2,33,35,39)/t30-/m0/s1

InChI key

YCXFHPUBGMMWJQ-PMERELPUSA-N

Biochem/physiol Actions

YM022 is a very potent, selective antagonist of the gastrin/cholecystokinin (CCK)-B receptor.
YM022 is a very potent, selective antagonist of the gastrin/cholecystokinin (CCK)-B receptor. The Ki value for CCKB is 68 pM vs 63 nM for CCKA. In rats, YM022 inhibits pentagastrin-induced gastric emptying with an ED50 or 7.8 nM/kg.

Features and Benefits

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

Pictograms

Skull and crossbones
GHS06

Signal Word

Danger

Hazard Statements

H301

Hazard Classifications

Acute Tox. 3 Oral

Storage Class Code

6.1C - Combustible acute toxic Cat.3 / toxic compounds or compounds which causing chronic effects

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

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Certificates of Analysis (COA)

Lot/Batch Number
0000438064
0000438064
0000426479
0000426479
0000156429

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Kazuhiro Imatake et al.
Journal of gastroenterology, 44(5), 396-404 (2009-03-20)
Capsaicin has beneficial pharmacological properties, such as the ability to improve appetite and digestion. However, capsaicin has been reported to suppress gastric acid output, but to increase secretion; no consensus as to its effects on gastric acid output has been
Salem I Abdalla et al.
Clinical cancer research : an official journal of the American Association for Cancer Research, 10(14), 4784-4792 (2004-07-23)
Cyclooxygenase (COX)-2 has been causally implicated in carcinogenesis. The evidence for increased COX-2 in the malignant progression of Barrett's esophagus is contradictory. We hypothesize that COX-2 expression may be causally affected by the gastrin status via the cholecystokinin 2 (CCK(2))
R Håkanson et al.
Regulatory peptides, 80(1-2), 1-12 (1999-05-11)
Gastrin-recognizing CCK2 receptors are expressed in parietal cells and in so-called ECL cells in the acid-producing part of the stomach. ECL cells are endocrine/paracrine cells that produce and store histamine and chromogranin A (CGA)-derived peptides, such as pancreastatin. The ECL
Celia Chao et al.
The Journal of biological chemistry, 280(39), 33368-33373 (2005-08-05)
The third intracellular loop domain of G protein-coupled receptors regulates their desensitization, internalization, and resensitization. Colorectal and pancreatic cancers, but not the nonmalignant tissue, express a splice variant of the cholecystokinin 2 receptor (CCK2R) called CCK(2i4sv)R that, because of intron
P Norlén et al.
Pharmacology & toxicology, 84(4), 159-164 (1999-05-05)
Gastrin acts via cholecystokinin-B/gastrin receptors to control histamine- and chromogranin A-producing ECL cells, which constitute the quantitatively predominant endocrine cell population in the acid-producing part of the rat stomach. Cholecystokinin-B receptor blockade is known to suppress the activity of ECL
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