Chloropretadalafil - ≥98% , CAS No.171489-59-1

CAS: 171489-59-1 Cat. No.: C344303 Molecular Weight: 426.85 EC Number: 689-794-3

GRADE & PURITY ≥98%

Synonyms

(1S,3S)-methyl 1-(benzo[d][1,3]dioxol-5-yl)-2-(2-chloroacetyl)-2,3,4,4a,9,9a-hexahydro-1H-pyrido[3,4-b]indole-3-carboxylate | (1r,3r)-methyl1,2,3,4-tetrahydro-2-chloroacetyl-1-(3,4-methylenedioxyphenyl)-9h-pyrido[3,4-b]indole-3-carboxylate | 2,5-dimethoxy

Storage

Store at -20°C,Argon charged

Shipped In

Ice chest + Ice pads

Overview

Chloropretadalafil is an intermediate in the production of Tadalafil and respective derivatives.

Specifications

Synonyms

(1S, 3S)-methyl 1-(benzo[d][1, 3]dioxol-5-yl)-2-(2-chloroacetyl)-2, 3, 4, 4a, 9, 9a-hexahydro-1H-pyrido[3, 4-b]indole-3-carboxylate | (1r, 3r)-methyl1, 2, 3, 4-tetrahydro-2-chloroacetyl-1-(3, 4-methylenedioxyphenyl)-9h-pyrido[3, 4-b]indole-3-carboxylate | 2, 5-dimethoxy

Specifications & Purity

≥98%

Storage

Store at -20°C, Argon charged

Shipped In

Ice chest + Ice pads

This product requires cold chain shipping. Ground and other economy services are not available.

Purity

≥98%

Names and Identifiers

• Canonical Smiles: COC(=O)C1CC2=C(C(N1C(=O)CCl)C3=CC4=C(C=C3)OCO4)NC5=CC=CC=C25
• IUPAC Name: methyl (1R,3R)-1-(1,3-benzodioxol-5-yl)-2-(2-chloroacetyl)-1,3,4,9-tetrahydropyrido[3,4-b]indole-3-carboxylate
• InChIKey: JUKHNCNDFOAFLT-IIBYNOLFSA-N
• 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
• Isomeric SMILES: COC(=O)[C@H]1CC2=C([C@H](N1C(=O)CCl)C3=CC4=C(C=C3)OCO4)NC5=CC=CC=C25
• Molecular Weight: 426.85
• Reaxy-Rn: 14203510
• Reaxys-RN_link_address: https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=14203510&ln=

Taxonomic Classification

Taxonomy Tree

• Kingdom Organic compounds
  • Superclass Alkaloids and derivatives
    • Class Harmala alkaloids

• Kingdom: Organic compounds
• Superclass: Alkaloids and derivatives
• Class: Harmala alkaloids
• Subclass: Not available
• Intermediate Tree Nodes: Not available
• Direct Parent: Harmala alkaloids
• Alternative Parents: Alpha amino acid esters Beta carbolines 3-alkylindoles Benzodioxoles Benzenoids Tertiary carboxylic acid amides Pyrroles Chloroacetamides Heteroaromatic compounds Methyl esters Acetals Oxacyclic compounds Azacyclic compounds Monocarboxylic acids and derivatives Alkyl chlorides Carbonyl compounds Organonitrogen compounds Organopnictogen compounds Hydrocarbon derivatives Organic oxides Organochlorides
• Molecular Framework: Aromatic heteropolycyclic compounds
• Substituents: Harman - Pyridoindole - Alpha-amino acid ester - Beta-carboline - 3-alkylindole - Alpha-amino acid or derivatives - Indole or derivatives - Indole - Benzodioxole - Benzenoid - Pyrrole - Heteroaromatic compound - Methyl ester - Tertiary carboxylic acid amide - Chloroacetamide - Carboxamide group - Carboxylic acid ester - Acetal - Carboxylic acid derivative - Oxacycle - Azacycle - Organoheterocyclic compound - Monocarboxylic acid or derivatives - Organic nitrogen compound - Alkyl halide - Alkyl chloride - Hydrocarbon derivative - Carbonyl group - Organic oxide - Organopnictogen compound - Organic oxygen compound - Organooxygen compound - Organohalogen compound - Organochloride - Organonitrogen compound - Aromatic heteropolycyclic compound
• Description: This compound belongs to the class of organic compounds known as harmala alkaloids. These are compounds with a structure based on harmaline, harmine, harmalol, harman or a derivative of those parents. These parents are beta-carbolines, consisting of a pyrimidine fused to the pyrrole moiety of an indole to form a pyrido[3,4-b]indole.
• External Descriptors: Not available

Data sources

1. Djoumbou Feunang Y, Eisner R, Knox C, Chepelev L, Hastings J, Owen G, Fahy E, Steinbeck C, Subramanian S, Bolton E, Greiner R, and Wishart DS. ClassyFire: Automated Chemical Classification With A Comprehensive, Computable Taxonomy. Journal of Cheminformatics, 2016, 8:61.

DOI: 10.1186/s13321-016-0174-y

Chemical and Physical Properties

• Solubility: Soluble in methanol, chloroform, DMSO, and ethyl acetate.
• Sensitivity: heat & air sensitive
• Boil Point(°C): ~627.5° C at 760 mmHg (Predicted)
• Melt Point(°C): 232-233° C
• Molecular Weight: 426.800 g/mol
• XLogP3: 3.500
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 4
• Exact Mass: 426.098 Da
• Monoisotopic Mass: 426.098 Da
• Topological Polar Surface Area: 80.900 Ų
• Heavy Atom Count: 30
• Formal Charge: 0
• Complexity: 678.000
• Isotope Atom Count: 0
• Defined Atom Stereocenter Count: 2
• Undefined Atom Stereocenter Count: 0
• Defined Bond Stereocenter Count: 0
• Undefined Bond Stereocenter Count: 0
• The total count of all stereochemical bonds: 0
• Covalently-Bonded Unit Count: 1