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I127

Sigma-Aldrich

ICI 118,551 hydrochloride

≥98% (HPLC), powder, β2 inverse agonist

Synonym(s):

(2R,3R)-rel-3-isopropylamino-1-(7-methylindan-4-yloxy)-butan-2-ol hydrochloride

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About This Item

Empirical Formula (Hill Notation):
C17H27NO2 · HCl
CAS Number:
72795-01-8
Molecular Weight:
313.86
MDL number:
MFCD00153812
UNSPSC Code:
12352200
PubChem Substance ID:
24277782
NACRES:
NA.77

product name

ICI 118,551 hydrochloride, ≥98% (HPLC), powder

Quality Level

100

Assay

≥98% (HPLC)

form

powder

storage condition

desiccated

color

white

solubility

H2O: >10 mg/mL

SMILES string

Cl.CC(C)N[C@@H](C)[C@@H](O)COc1ccc(C)c2CCCc12

InChI

1S/C17H27NO2.ClH/c1-11(2)18-13(4)16(19)10-20-17-9-8-12(3)14-6-5-7-15(14)17;/h8-9,11,13,16,18-19H,5-7,10H2,1-4H3;1H/t13-,16-;/m0./s1

InChI key

KBXMBGWSOLBOQM-LINSIKMZSA-N

Gene Information

human ... ADRB2(154)

Application

ICI 118,551 hydrochloride has been used:
  • to block β-adrenergic signaling in various experiments
  • to counteract degradation by endogenous T-lymphocyte monoamine oxidases
  • to determine the specific receptor subtype necessary for isoproterenol to induce up-regulation of gene transcripts

Biochem/physiol Actions

ICI 118,551 has been used to treat vasomotor migraines and somatic troubles related to anxiety state.
ICI 118,551 hydrochloride is a highly selective β2-adrenoceptor antagonist.

Features and Benefits

This compound is featured on the β-Adrenoceptors page of the Handbook of Receptor Classification and Signal Transduction. To browse other handbook pages, click here.

Caution

Hygroscopic

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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Hongliang Li et al.
The Journal of biological chemistry, 288(42), 30734-30741 (2013-09-18)
Functional autoantibodies to the autonomic receptors are increasingly recognized in the pathophysiology of cardiovascular diseases. To date, no human activating monoclonal autoantibodies to these receptors have been available. In this study, we describe for the first time a β2-adrenergic receptor
R M Booze et al.
The Journal of pharmacology and experimental therapeutics, 249(3), 911-920 (1989-06-01)
The localization and number of beta adrenergic receptors were directly compared in the brains of rats and guinea pigs. The time course of association and saturability of [125I]cyanopindolol (CYP) binding to slide-mounted tissue sections was similar in rats (Kd =
beta-Adrenergic-stimulated macrophages: comprehensive localization in the M1-M2 spectrum
Lamkin DM, et al.
Brain, behavior, and immunity, 57(, 338-346 (2016)
Analysis of ICI 118551, a new beta2 blocking drug, and related compounds by RP-HPLC?DAD
Quaglia MG, et al.
Journal of Pharmaceutical and Biomedical Analysis, 10(10-12), 1081-1084 (1992)
A J Bilski et al.
Journal of cardiovascular pharmacology, 5(3), 430-437 (1983-05-01)
While specific antagonists of the beta 1-adrenoceptor, such as atenolol and betaxolol, are widely available, a potent specific antagonist selective for the beta 2-adrenoceptor has yet to be described. Previously described beta 2-selective antagonists such as butoxamine, H 35/25, and
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