Methyl 4-hydroxy-7-phenoxyisoquinoline-3-carboxylate

Name: Methyl 4-hydroxy-7-phenoxyisoquinoline-3-carboxylate
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CAS No. 1455091-10-7
Cat. No. CS-0054527
Purity≥98%
MDL No.None

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Methyl 4-hydroxy-7-phenoxyisoquinoline-3-carboxylate|CS-0054527

Structure of 1455091-10-7

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General Information

CAS No. 1455091-10-7
Cat. No. CS-0054527
Purity ≥98%
MDL No. None
Storage 4°C
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₁₇H₁₃NO₄
Molecular Weight 295.29
Synonym(s) Roxadustat Impurity 4
SMILES O=C(C1=C(O)C2=C(C=N1)C=C(OC3=CC=CC=C3)C=C2)OC

Description

Methyl 4-hydroxy-7-phenoxyisoquinoline-3-carboxylate features a fused heterocyclic core with a phenolic hydroxyl and phenoxy substituent, enabling versatile conjugation in bioactive molecule design. The ester functionality offers tunable reactivity under standard conditions, while the electron-rich isoquinoline scaffold supports efficient coupling reactions. This compound serves as a strategic intermediate for medicinal chemistry applications requiring rigid, planar architectures with enhanced solubility profiles.

Application

Methyl 4-hydroxy-7-phenoxyisoquinoline-3-carboxylate serves as a versatile building block for isoquinoline-based scaffolds, enabling direct functionalization at the C4 hydroxyl and C7 phenoxy positions. Its methyl ester group facilitates downstream derivatization via hydrolysis or nucleophilic substitution, while the phenoxy moiety provides enhanced solubility and stability under standard synthetic conditions. This compound functions effectively in cross-coupling reactions and heterocycle elaboration, supporting efficient access to biologically relevant isoquinoline architectures in medicinal chemistry and materials science applications.

Safety Information

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GHS Pictogram :	GHS No : GHS07
Signal Word : Warning	UN#: N/A
Class : N/A	Packing Group : N/A
Hazard Statements : H302-H315-H319-H335
Precautionary Statements : P261-P264-P270-P271-P280-P302+P352-P304+P340-P305+P351+P338-P330-P362+P364-P403+P233-P405-P501

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Computational Chemistry Data

TPSA 68.65
LogP 3.5193
H_Acceptors 5
H_Donors 1
Rotatable_Bonds 3

Other Classifications

Building Blocks Functional Group Ester

Building Blocks Skeleton Aromatic heterocycle compounds Isoquinoline compounds

Building Blocks Skeleton Aromatic ring compounds Benzene compounds

Key Words

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Methyl 4-hydroxy-7-phenoxyisoquinoline-3-carboxylate

CAS No. 1455091-10-7

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