CAS 133208-93-2 Ibrolipim (HCID 131601)

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Basic information

CAS: 133208-93-2
Standard SMILES: CCOP(=O)(Cc1ccc(C(=O)Nc2ccc(Br)cc2C#N)cc1)OCC
InChIKey: KPRTURMJVWXURQ-UHFFFAOYSA-N
Molecular formula: C19H20BrN2O4P
Average molar mass: 451.2 g/mol
Monoisotopic mass: 450.03440585

Overview

Ibrolipim is a small molecule drug. Ibrolipim has a monoisotopic molecular weight of 450.03 Da.

Names & identifiers

Preferred name: Ibrolipim
IUPAC: N-(4-bromo-2-cyanophenyl)-4-(diethoxyphosphorylmethyl)benzamide
English name: NO-1886
Molecular formula: C19H20BrN2O4P
Molecular weight: 451.25

Names & synonyms

Ibrolipim133208-93-2NO-18864-Diethoxyphosphorylmethyl-N-(4-bromo-2-cyanophenyl)benzamideOPF-009OPF009DTXSID20157989Phosphonic acid, ((4-(((4-bromo-2-cyanophenyl)amino)carbonyl)phenyl)methyl)-, diethyl esterPhosphonic acid, [[4-[[(4-bromo-2-cyanophenyl)amino]carbonyl]phenyl]methyl]-, diethyl ester07H1561618Diethyl [[4-[[(4-bromo-2-cyanophenyl)amino]carbonyl]phenyl]methyl]phosphonateibrolipimum

Show more names

NO-1886 IbrolipimIbrolipim NO-1886Ibrolipim, 10 mM in DMSODiethyl 4-[(4-bromo-2-cyanophenyl)carbamoyl]benzylphosphonate

Diethyl ((4-(((4-bromo-2-cyanophenyl)amino)carbonyl)phenyl)methyl)phosphonateRefChem:789641DTXCID2080480Lipoprotein Lipase ActivatorOPF 009Diethyl (4-((4-bromo-2-cyanophenyl)carbamoyl)benzyl)phosphonateDiethyl 4-((4-bromo-2-cyanophenyl)carbamoyl)benzylphosphonateN-(4-bromo-2-cyanophenyl)-4-(diethoxyphosphorylmethyl)benzamide

Database identifiers

Properties

Computed structural properties

XLogP: 3.5
Topological polar surface area: 88.4 Å²
Hydrogen bond donors: 1
Hydrogen bond acceptors: 5
Rotatable bonds: 8
Heavy atoms: 27
Formal charge: 0
Complexity: 576

Experimental & physicochemical properties

LogP3.21

Physicochemical properties

Melting point: 160.5 · 160.5-162.1 °C
Boiling point: 512.5 · 512.5±50.0 °C(Predicted)
Density: 1.44 · 1.44±0.1 g/cm3(Predicted)
storage temp.: 2 · Sealed in dry,2-8°C
solubility: 20 mg/mL · DMSO: ≥20mg/mL
form: powder
pka: 11.51 · 11.51±0.70(Predicted)
color: off-white to pale yellow
InChI: 1S/C19H20BrN2O4P/c1-3-25-27(24,26-4-2)13-14-5-7-15(8-6-14)19(23)22-18-10-9-17(20)11-16(18)12-21/h5-11H,3-4,13H2,1-2H3,(H,22,23)
InChIKey: KPRTURMJVWXURQ-UHFFFAOYSA-N
SMILES: CCOP(=O)(Cc1ccc(cc1)C(=O)Nc2ccc(Br)cc2C#N)OCC
FDA UNII: 7 H1561618 · 07H1561618

Safety & regulation

GHS classification

GHS Classification · 4 items

Warning

H315 (100%): Causes skin irritation [Warning Skin corrosion/irritation]

P261, P264, P264+P265, P271, P280, P302+P352, P304+P340, P305+P351+P338, P319, P321, P332+P317, P337+P317, P362+P364, P403+P233, P405, and P501 (click each P-code to see the statement)

Aggregated GHS information provided per 38 reports by companies from 1 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.

Hazard information

Hazard Classes and CategoriesSkin Irrit. 2 (100%)

Safety data

wgk: 3
ridadr: UN 2811 6.1 / PGIII
risk_code: 36/37/38-25
Signal word: Danger
Symbol(GHS): GHS06
hazard_code: Xi,T
safety_code: 26-36-45
Storage Class: 6.1C - Combustible acute toxic Cat.3toxic compounds or compounds which causing chronic effects
Hazard statements: H301
Hazard Classifications: Acute Tox. 3 Oral
Precautionary statements: P301+P310

Chemistry & industry

Pharmacology

Metabolism/MetabolitesIbrolipim has known human metabolites that include [4-[(4-Bromo-2-cyanophenyl)carbamoyl]phenyl]methyl-ethoxyphosphinic acid.

MeSH Pharmacological Classification · 2 items

Substances that lower the levels of certain LIPIDS in the BLOOD. They are used to treat HYPERLIPIDEMIAS.

Compounds that increase the enzymatic activity of LIPOPROTEIN LIPASE. Lipoprotein lipase activators have a potential role in the treatment of OBESITY by increasing LIPID METABOLISM. Note that substances that increase the synthesis of lipoprotein lipase are not included here.