1-(3,4-Dichloro-phenyl)-2-isopropylamino-ethanol

ID: ALA30816

Chembl Id: CHEMBL30816

Cas Number: 59-61-0

PubChem CID: 5806

Max Phase: Preclinical

Molecular Formula: C11H15Cl2NO

Molecular Weight: 248.15

Molecule Type: Small molecule

Associated Items:

Names and Identifiers

Canonical SMILES:  CC(C)NCC(O)c1ccc(Cl)c(Cl)c1

Standard InChI:  InChI=1S/C11H15Cl2NO/c1-7(2)14-6-11(15)8-3-4-9(12)10(13)5-8/h3-5,7,11,14-15H,6H2,1-2H3

Standard InChI Key:  VKMGSWIFEHZQRS-UHFFFAOYSA-N

Alternative Forms

  1. Parent:

Associated Targets(Human)

SCN1A Tclin Sodium channel alpha subunits; brain (Types I, II, III) (374 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
ADRB1 Tclin Adrenergic receptor beta (1214 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
ADRB1 Tclin Beta-1 adrenergic receptor (6630 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
ADRB2 Tclin Beta-2 adrenergic receptor (11824 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID

Associated Targets(non-human)

Adrb1 Beta-1 adrenergic receptor (551 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
ADRB2 Beta-2 adrenergic receptor (182 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
ADRB1 Beta-1 adrenergic receptor (895 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
Adrb2 Beta-2 adrenergic receptor (1382 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID

Molecule Features

Natural Product: YesOral: NoChemical Probe: NoParenteral: No
Molecule Type: Small moleculeTopical: NoFirst In Class: NoBlack Box: No
Chirality: NoAvailability: NoProdrug: No

Drug Indications

MESH IDMESH Heading EFO IDsEFO TermsMax Phase for IndicationReferences

Mechanisms of Action

Mechanism of ActionAction Typetarget IDTarget NameTarget TypeTarget OrganismBinding Site NameReferences

Calculated Properties

Molecular Weight: 248.15Molecular Weight (Monoisotopic): 247.0531AlogP: 3.02#Rotatable Bonds: 4
Polar Surface Area: 32.26Molecular Species: BASEHBA: 2HBD: 2
#RO5 Violations: HBA (Lipinski): 2HBD (Lipinski): 2#RO5 Violations (Lipinski):
CX Acidic pKa: CX Basic pKa: 9.51CX LogP: 2.88CX LogD: 0.80
Aromatic Rings: 1Heavy Atoms: 15QED Weighted: 0.86Np Likeness Score: -0.75

References

1. Solmajer T, Lukovits I, Hadzi D..  (1982)  Correlation between affinity toward adrenergic receptors and approximate electrostatic potentials of phenylethylamine derivatives. 1. Effects of the side chain.,  25  (12): [PMID:7154001] [10.1021/jm00354a004]
2. Macchia B, Balsamo A, Breschi MC, Chiellini G, Macchia M, Martinelli A, Martini C, Nardini C, Nencetti S, Rossello A..  (1994)  The [(methyloxy)imino]methyl moiety as a bioisoster of aryl. A novel class of completely aliphatic beta-adrenergic receptor antagonists.,  37  (10): [PMID:7910217] [10.1021/jm00036a018]
3. el Tayar N, Carrupt PA, Van de Waterbeemd H, Testa B..  (1988)  Modeling of beta-adrenoceptors based on molecular electrostatic potential studies of agonists and antagonists.,  31  (11): [PMID:2903243] [10.1021/jm00119a004]
4. Kaiser C, Oh HJ, Garcia-Slanga BJ, Sulpizio AC, Hieble JP, Wawro JE, Kruse LI..  (1986)  6,7-Dichloro-1-(3,4,5-trimethoxybenzyl)-1,2,3,4-tetrahydroisoquinoline . A structurally novel beta-adrenergic receptor blocking agent.,  29  (11): [PMID:2878080] [10.1021/jm00161a039]
5. McNeal ET, Lewandowski GA, Daly JW, Creveling CR..  (1985)  [3H]Batrachotoxinin A 20 alpha-benzoate binding to voltage-sensitive sodium channels: a rapid and quantitative assay for local anesthetic activity in a variety of drugs.,  28  (3): [PMID:2579237] [10.1021/jm00381a019]
6. Subbaiah MAM, Meanwell NA..  (2021)  Bioisosteres of the Phenyl Ring: Recent Strategic Applications in Lead Optimization and Drug Design.,  64  (19.0): [PMID:34591488] [10.1021/acs.jmedchem.1c01215]

Source