Home > Compound List > Compound details
171489-59-1 molecular structure
click picture or here to close

methyl (1R,3R)-1-(2H-1,3-benzodioxol-5-yl)-2-(2-chloroacetyl)-1H,2H,3H,4H,9H-pyrido[3,4-b]indole-3-carboxylate

ChemBase ID: 161242
Molecular Formular: C22H19ClN2O5
Molecular Mass: 426.84966
Monoisotopic Mass: 426.0982494
SMILES and InChIs

SMILES:
c1ccc2c(c1)c1c([nH]2)[C@H](N([C@H](C1)C(=O)OC)C(=O)CCl)c1cc2c(cc1)OCO2
Canonical SMILES:
ClCC(=O)N1[C@H](Cc2c([C@H]1c1ccc3c(c1)OCO3)[nH]c1c2cccc1)C(=O)OC
InChI:
InChI=1S/C22H19ClN2O5/c1-28-22(27)16-9-14-13-4-2-3-5-15(13)24-20(14)21(25(16)19(26)10-23)12-6-7-17-18(8-12)30-11-29-17/h2-8,16,21,24H,9-11H2,1H3/t16-,21-/m1/s1
InChIKey:
JUKHNCNDFOAFLT-IIBYNOLFSA-N

Cite this record

CBID:161242 http://www.chembase.cn/molecule-161242.html

Collapse All Expand All

NAMES AND DATABASE IDS

NAMES AND DATABASE IDS

Names Database IDs
IUPAC name
methyl (1R,3R)-1-(2H-1,3-benzodioxol-5-yl)-2-(2-chloroacetyl)-1H,2H,3H,4H,9H-pyrido[3,4-b]indole-3-carboxylate
IUPAC Traditional name
methyl (1R,3R)-1-(2H-1,3-benzodioxol-5-yl)-2-(2-chloroacetyl)-1H,3H,4H,9H-pyrido[3,4-b]indole-3-carboxylate
Synonyms
(1R,3S)-1-(1,3-Benzodioxol-5-yl)-2-(2-chloroacetyl)-2,3,4,9-tetrahydro-1H-pyrido[3,4-b]indole-3-carboxylic Acid Methyl Ester
(1R,3R)-1-(1,3-Benzodioxol-5-yl)-2-(2-chloroacetyl)-2,3,4,9-tetrahydro-1H-pyrido[3,4-b]indole-3-carboxylic Acid Methyl Ester
(1R,3R)-Methyl-1,2,3,4-tetrahydro-2-chloroacetyl-1-(3,4-methylenedioxyphenyl)-9H-pyrido[3,4-b]indole-3-carboxylate (Chloropretadalafil)
CAS Number
171489-59-1
629652-44-4
PubChem SID
162255377
PubChem CID
10873617

DATA SOURCES

DATA SOURCES

All Sources Commercial Sources Non-commercial Sources
Data Source Data ID
PubChem 10873617 external link

CALCULATED PROPERTIES

CALCULATED PROPERTIES

JChem
Acid pKa 15.169558  H Acceptors
H Donor LogD (pH = 5.5) 2.9808397 
LogD (pH = 7.4) 2.9808397  Log P 2.9808397 
Molar Refractivity 108.5474 cm3 Polarizability 43.557854 Å3
Polar Surface Area 80.86 Å2 Rotatable Bonds
Lipinski's Rule of Five true 

PROPERTIES

PROPERTIES

Physical Property Safety Information Product Information Bioassay(PubChem)
Solubility
Chloroform expand Show data source
Chloroform:Methanol Mixture expand Show data source
Dimethyl Sulfoxide expand Show data source
DMSO expand Show data source
Ethyl Acetate expand Show data source
Methanol expand Show data source
Apperance
Brown Solid expand Show data source
Pale Yellow to Pale Orange Solid expand Show data source
Melting Point
215-218°C (dec.) expand Show data source
Storage Condition
-20°C Freezer, Under Inert Atmosphere expand Show data source
Room Temp 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 - M330125 external link
An intermediate in the synthesis of Tadalafil (T004500), which is used for the treatment of erectile dysfunction. A phosphodiesterase 5 inhibitor.
Toronto Research Chemicals - B200000 external link
Tadalafil (T004500) derivative.

REFERENCES

REFERENCES

From Suppliers Google Scholar IconGoogle Scholar PubMed iconPubMed Google Books IconGoogle Books
  • • Carrier, S., et al.: Can. J. Urol., 10(1)
  • • 12 (1)
  • • Beghyn, T. et al.: Bioorgan. Med. Chem. Lett. 17, 789(2007)
  • Searching...Please wait...

PATENTS

PATENTS

PubChem iconPubChem Patent Google Patent Search IconGoogle Patent

INTERNET

INTERNET

Baidu iconBaidu google iconGoogle