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SML2286

Sigma-Aldrich

BIIL260 hydrochloride

≥98% (HPLC)

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Synonym(s):
4-(3-{4-[1-(4-Hydroxy-phenyl)-1-methyl-ethyl]-phenoxymethyl}-benzyloxy)-benzamidine hydrochloride, BIIL 260 hydrochloride, BIIL-260 hydrochloride
Empirical Formula (Hill Notation):
C30H30N2O3 · xHCl
CAS Number:
204974-93-6
Molecular Weight:
466.57 (free base basis)

Assay

≥98% (HPLC)

form

powder

storage condition

desiccated

color

white to beige

solubility

DMSO: 2 mg/mL, clear

storage temp.

2-8°C

InChI

1S/C30H30N2O3/c1-30(2,24-8-12-26(33)13-9-24)25-10-16-28(17-11-25)35-20-22-5-3-4-21(18-22)19-34-27-14-6-23(7-15-27)29(31)32/h3-18,33H,19-20H2,1-2H3,(H3,31,32)

InChI key

MBLJFKQACMILLC-UHFFFAOYSA-N

Biochem/physiol Actions

BIIL260 is a selective and potent leukotriene B4 (BLT1) receptor antagonist with a Ki value of 1.8 nM in human U937 cells. BIIL260 was used found to act as an inverse agonist, stabilizing the inactive state of BLT1.

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Regulatory Information

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Tetsuya Hori et al.
Nature chemical biology, 14(3), 262-269 (2018-01-09)
Most G-protein-coupled receptors (GPCRs) are stabilized in common in the inactive state by the formation of the sodium ion-centered water cluster with the conserved Asp2.50 inside the seven-transmembrane domain. We determined the crystal structure of the leukotriene B4 (LTB4) receptor
F W Birke et al.
The Journal of pharmacology and experimental therapeutics, 297(1), 458-466 (2001-03-22)
BIIL 284 is a new LTB(4) receptor antagonist. It is a prodrug and has negligible binding to the LTB(4) receptor. However, ubiquitous esterases metabolize BIIL 284 to the active metabolites BIIL 260 and BIIL 315, the glucuronidated form of BIIL
Kazuyuki Nakagome et al.
Respirology (Carlton, Vic.), 22(5), 913-921 (2017-02-01)
Acute eosinophilic pneumonia (AEP) is characterized by a massive pulmonary infiltration of eosinophils. Mechanisms regulating the selective accumulation of eosinophils in AEP have not been fully established. The objective of this study was to evaluate the mechanisms of eosinophil accumulation
Szimonetta Xénia Tamás et al.
Nature communications, 14(1), 4610-4610 (2023-08-02)
Leukotriene B4 (LTB4) is a potent lipid chemoattractant driving inflammatory responses during host defense, allergy, autoimmune and metabolic diseases. Gradients of LTB4 orchestrate leukocyte recruitment and swarming to sites of tissue damage and infection. How LTB4 gradients form and spread

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