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5.05275

Sigma-Aldrich

ICI 118551 Hydrochloride

Synonym(s):

ICI 118551 Hydrochloride, (±)-1-[2,3-(Dihydro-7-methyl-1H-inden-4-yl)oxy]-3-[(1-methylethyl)amino]-2-butanol hydrochloride

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About This Item

Empirical Formula (Hill Notation):
C17H27NO2 · xHCl
CAS Number:
Molecular Weight:
277.40 (free base basis)
UNSPSC Code:
12352200
NACRES:
NA.77

Assay

≥98% (HPLC)

Quality Level

form

solid

manufacturer/tradename

Calbiochem®

storage condition

OK to freeze
protect from light

color

white

solubility

DMSO: 100 mg/mL

storage temp.

10-30°C

InChI

1S/C17H27NO2/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/t13-,16-/m0/s1

InChI key

VFIDUCMKNJIJTO-BBRMVZONSA-N

General description

ICI-118,551 reduces hemangioblastoma viability by promoting cell apoptosis and inhibits the formation of hemangiospheres from VHL tumor cells. This antiangiogenic agent inhibits HIF-target genes. It also blocks constitutively activated HIF signaling in hemangioblastomas associated with von Hippel-Lindau disease. ICI-118,551 is a potent inhibitor of isoprenaline-stimulated adenylate cyclase activity in rabbit ciliary process cell preparations.

Biochem/physiol Actions

Primary Target
→2 adrenergic receptors
Reversible: yes
Target Ki: 1.2, 120 and 257 nM for →2, →1 and →3 receptors respectively.

Warning

Toxicity: Standard Handling (A)

Reconstitution

Following reconstitution, aliquot and freeze (-20°C). Stock solutions are stable for up to 3 months at -20°C.

Other Notes

Bilski, A., et al. 1983. J. Cardiovasc. Pharmacol.5, 430.
Cook, S. et al. 1993. Br. J .Pharmacol.109, 1140.
Ten Berge, R., et al. 1995. Eur. J. Pharmacol.275, 199.
Strosberg, A., et al. 1996. TiPS17, 373.

Legal Information

CALBIOCHEM is a registered trademark of Merck KGaA, Darmstadt, Germany

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable


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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The beta2-adrenergic receptor antagonist ICI-118,551 blocks the constitutively activated HIF signalling in hemangioblastomas from von Hippel-Lindau disease
Cuesta AM, et al.
Scientific reports, 9(1), 10062-10062 (2019)
ICI 118,551: an effective ocular hypotensive agent with selectivity for the ciliary process beta 2-adrenoceptor and with minimal cardiac side effects.
Nathanson JA
British Journal of Pharmacology, 83(3), 821-821 (1984)
The beta2-adrenergic receptor antagonist ICI-118,551 blocks the constitutively activated HIF signalling in hemangioblastomas from von Hippel-Lindau disease
Cuesta AM, et al.
Scientific Reports, 9(1), 10062-10062 (2019)

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