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81447-78-1 molecular structure
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2-[(1S)-1-(2,6-dichlorophenoxy)ethyl]-4,5-dihydro-1H-imidazole

ChemBase ID: 172360
Molecular Formular: C11H12Cl2N2O
Molecular Mass: 259.13178
Monoisotopic Mass: 258.03266837
SMILES and InChIs

SMILES:
c1(c(c(ccc1)Cl)O[C@H](C1=NCCN1)C)Cl
Canonical SMILES:
C[C@@H](C1=NCCN1)Oc1c(Cl)cccc1Cl
InChI:
InChI=1S/C11H12Cl2N2O/c1-7(11-14-5-6-15-11)16-10-8(12)3-2-4-9(10)13/h2-4,7H,5-6H2,1H3,(H,14,15)/t7-/m0/s1
InChIKey:
KSMAGQUYOIHWFS-ZETCQYMHSA-N

Cite this record

CBID:172360 http://www.chembase.cn/molecule-172360.html

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NAMES AND DATABASE IDS

NAMES AND DATABASE IDS

Names Database IDs
IUPAC name
2-[(1S)-1-(2,6-dichlorophenoxy)ethyl]-4,5-dihydro-1H-imidazole
IUPAC Traditional name
lofexidine hydrochloride
Synonyms
2-[(2R,6S)-6-[(2S)-2-Hydroxy-2-phenylethyl]-1-methyl-2-piperidinyl]-1-phenylethanoneHydrochloride
Lobeline Hydrochloride
(-)-Lobeline Hydrochloride
(-)-α-Lobeline Hydrochloride
Lobelin Hydrochloride
Lobron
Zoolobelin
α-Lobeline Hydrochcloride
2-[(1R)-1-(2,6-Dichlorophenoxy)ethyl]-4,5-dihydro-1H-imidazole
(-)-Lofexidine
Levlofexidine
(R)-Lofexidine
CAS Number
81447-78-1
134-63-4
PubChem SID
164228270
PubChem CID
208822

DATA SOURCES

DATA SOURCES

All Sources Commercial Sources Non-commercial Sources
Data Source Data ID
PubChem 208822 external link

CALCULATED PROPERTIES

CALCULATED PROPERTIES

JChem
H Acceptors H Donor
LogD (pH = 5.5) 0.6871826  LogD (pH = 7.4) 2.2111351 
Log P 2.6630576  Molar Refractivity 64.413 cm3
Polarizability 25.174986 Å3 Polar Surface Area 33.62 Å2
Rotatable Bonds Lipinski's Rule of Five true 

PROPERTIES

PROPERTIES

Physical Property Safety Information Product Information Bioassay(PubChem)
Solubility
Methanol expand Show data source
Water expand Show data source
Apperance
White to Off-White Solid expand Show data source
Melting Point
184-186°C expand Show data source
Storage Condition
-20°C Freezer expand Show data source
MSDS Link
Download expand Show data source
Certificate of Analysis
Download expand Show data source

DETAILS

DETAILS

TRC TRC
Toronto Research Chemicals - L469395 external link
The R-enantiomer of Lofexidine. α2-Adrenoceptor agonist related structurally to Clonidine. Used in treatment of opioid withdrawal symptoms; antihypertensive.
Toronto Research Chemicals - L469350 external link
A neuronal nicotinic acetylcholine receptor agonist. A CNS stimulant.

REFERENCES

REFERENCES

From Suppliers Google Scholar IconGoogle Scholar PubMed iconPubMed Google Books IconGoogle Books
  • • Velly, J., et al.: J. Pharmacol., 8, 351 (1977)
  • • Jarrot, B., et al.: Biochem. Pharmacol., 28, 141 (1977)
  • • Birch, P., at al.: Brit. J. Pharmacol., 68, 107 (1977)
  • • Damaj, M.I., et al.: J. Pharmacol. Exp. Ther., 282, 410 (1997)
  • • Toth, P.T., et al.: Eur. J. Pharmacol., 363, 75 (1997)
  • • Flammia, D., et al.: J. Med. Chem., 42, 3726 (1997)
  • • Dwoskin, P.A., et al.: Biochem. Pharmacol., 63, 89 (1997)
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PATENTS

PATENTS

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INTERNET

INTERNET

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