Levcromakalim

HCID 93504

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Basic information

CAS: 94470-67-4
Standard SMILES: CC1(C)Oc2ccc(C#N)cc2[C@@H](N2CCCC2=O)[C@@H]1O
InChIKey: TVZCRIROJQEVOT-CABCVRRESA-N
Molecular formula: C16H18N2O3
Average molar mass: 286.33 g/mol
Monoisotopic mass: 286.13174244

Names & identifiers

Preferred name: Levcromakalim
IUPAC: (3S,4R)-3-hydroxy-2,2-dimethyl-4-(2-oxopyrrolidin-1-yl)-3,4-dihydrochromene-6-carbonitrile
English name: LEVCROMAKALIM
Molecular formula: C16H18N2O3
Molecular weight: 286.33

Names & synonyms

Levcromakalim94535-50-9(-)-CromakalimBRL-38227DTXSID5045677RW7PN4BLDJ2H-1-Benzopyran-6-carbonitrile, 3,4-dihydro-3-hydroxy-2,2-dimethyl-4-(2-oxo-1-pyrrolidinyl)-, (3S,trans)-(3S,4R)-3-hydroxy-2,2-dimethyl-4-(2-oxopyrrolidin-1-yl)chromane-6-carbonitrileDTXCID3025677levcromakalimumBRL38227RefChem:924700

Show more names

Brn 3622889levcromakelimLevkroMakaliM(3s-trans)-yrrolidinyl)Levcromakalim, 10 mM in DMSOLevcromakalim, KATP channel activatorPotassium Channel,KcsA,Inhibitor,inhibit,BRL38227,BRL-38227,Levcromakalim

LemakalimBRL 38227BRL 34915CHEMBL100MLS000069770(3S,4R)-3-Hydroxy-2,2-dimethyl-4-(2-oxo-1-pyrrolidinyl)-6-chromancarbonitrile(3S,4R)-3-hydroxy-2,2-dimethyl-4-(2-oxopyrrolidin-1-yl)-3,4-dihydrochromene-6-carbonitrile(+/-)-cromakalim

Database identifiers

CAS: 94470-67-4、94535-50-9
PubChem CID: 93504
DTXSID: DTXSID5045677
ChEMBL: CHEMBL100、CHEMBL11684
ChEBI: CHEBI:6436
UNII: 0G4X367WA3、RW7PN4BLDJ
Nikkaji: J257.580I

Properties

Computed structural properties

XLogP: 0.8
Topological polar surface area: 73.6 Å²
Hydrogen bond donors: 1
Hydrogen bond acceptors: 4
Rotatable bonds: 1
Heavy atoms: 21
Formal charge: 0
Complexity: 481

Physicochemical properties

Melting point: 242 · 242-244°
alpha: 26 · D26 -52.2° (c = 1 in chloroform)
Boiling point: 482.3 · 482.3±45.0 °C(Predicted)
Density: 1.31 · 1.31±0.1 g/cm3(Predicted)
storage temp.: Store at RT
solubility: 10 mM, · DMSO: ≤10 mM, soluble
form: solid
pka: 13.18 · 13.18±0.60(Predicted)
color: White to off-white
FDA UNII: 7 PN4BLDJ · RW7PN4BLDJ
Safety Statements: 22 · 22-24/25
WGK Germany: 3 · 3
RTECS: 2177500 · DJ2177500

Safety & regulation

Safety data

wgk: 3
rtecs: DJ2177500
safety_code: 22-24/25

Chemistry & industry

Pharmacology

MeSH Pharmacological Classification · 4 items

Drugs used in the treatment of acute or chronic vascular HYPERTENSION regardless of pharmacological mechanism. Among the antihypertensive agents are DIURETICS; (especially DIURETICS, THIAZIDE); ADRENERGIC BETA-ANTAGONISTS; ADRENERGIC ALPHA-ANTAGONISTS; ANGIOTENSIN-CONVERTING ENZYME INHIBITORS; CALCIUM CHANNEL BLOCKERS; GANGLIONIC BLOCKERS; and VASODILATOR AGENTS.

Agents that cause an increase in the expansion of a bronchus or bronchial tubes.

Agents that inhibit the actions of the parasympathetic nervous system. The major group of drugs used therapeutically for this purpose is the MUSCARINIC ANTAGONISTS.

Drugs used to cause dilation of the blood vessels.