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153259-65-5 molecular structure
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(1s,4s)-4-cyano-4-[3-(cyclopentyloxy)-4-methoxyphenyl]cyclohexane-1-carboxylic acid

ChemBase ID: 164759
Molecular Formular: C20H25NO4
Molecular Mass: 343.4168
Monoisotopic Mass: 343.17835829
SMILES and InChIs

SMILES:
c1(ccc(cc1OC1CCCC1)[C@]1(CC[C@@H](CC1)C(=O)O)C#N)OC
Canonical SMILES:
N#C[C@@]1(CC[C@@H](CC1)C(=O)O)c1ccc(c(c1)OC1CCCC1)OC
InChI:
InChI=1S/C20H25NO4/c1-24-17-7-6-15(12-18(17)25-16-4-2-3-5-16)20(13-21)10-8-14(9-11-20)19(22)23/h6-7,12,14,16H,2-5,8-11H2,1H3,(H,22,23)/t14-,20-
InChIKey:
CFBUZOUXXHZCFB-OYOVHJISSA-N

Cite this record

CBID:164759 http://www.chembase.cn/molecule-164759.html

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NAMES AND DATABASE IDS

NAMES AND DATABASE IDS

Names Database IDs
IUPAC name
(1s,4s)-4-cyano-4-[3-(cyclopentyloxy)-4-methoxyphenyl]cyclohexane-1-carboxylic acid
IUPAC Traditional name
(1s,4s)-4-cyano-4-[3-(cyclopentyloxy)-4-methoxyphenyl]cyclohexane-1-carboxylic acid
Synonyms
cis-4-Cyano-4-[3-(cyclopentyloxy)-4-methoxyphenyl]cyclohexanecarboxylic Acid
cis-4-[3-(Cyclopentyloxy)-4-methoxyphenyl]-4-cyanocyclohexane-1-carboxylic Acid
Ariflo
SB 207499
Cilomilast
CAS Number
153259-65-5
PubChem SID
162258894
PubChem CID
151170

DATA SOURCES

DATA SOURCES

All Sources Commercial Sources Non-commercial Sources
Data Source Data ID
TRC C441430 external link Add to cart
PubChem 151170 external link
Data Source Data ID Price
TRC
C441430 external link Add to cart Please log in.
Data Source Data ID
PubChem 151170 external link

CALCULATED PROPERTIES

CALCULATED PROPERTIES

JChem
Acid pKa 2.327759  H Acceptors
H Donor LogD (pH = 5.5) 0.8856495 
LogD (pH = 7.4) 0.3828267  Log P 3.9000275 
Molar Refractivity 93.0007 cm3 Polarizability 36.370716 Å3
Polar Surface Area 79.55 Å2 Rotatable Bonds
Lipinski's Rule of Five true 

PROPERTIES

PROPERTIES

Physical Property Safety Information Product Information Bioassay(PubChem)
Apperance
White Solid expand Show data source
Melting Point
157°C expand Show data source
MSDS Link
Download expand Show data source
Certificate of Analysis
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DETAILS

DETAILS

TRC TRC
Toronto Research Chemicals - C441430 external link
Selective phosphodiesterase 4 (PDE4) inhibitor. Antiasthmatic; used in treatment of chronic obstructive pulmonary disease.

REFERENCES

REFERENCES

From Suppliers Google Scholar IconGoogle Scholar PubMed iconPubMed Google Books IconGoogle Books
  • • Barnette, M.S., et al.: J. Pharmacol. Exp. Ther., 284, 420 (1998)
  • • Torphy, TJ., et al.: Pulm. Pharmacol. Ther., 12, 131 (1998)
  • • Zussman, B.D., et al.: Pharmacotherapy, 21, 653 (1998)
  • • Compton, C.H., et al.: Lancet, 358, 265 (1998)
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PATENTS

PATENTS

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INTERNET

INTERNET

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