4-Amino-3-hydroxybenzamide

Name: 4-Amino-3-hydroxybenzamide
Brand: ChemScene
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CAS No. 146224-62-6
Cat. No. CS-0149976
Molecule weight152.15
Purity≥95%
MDL No.MFCD16999380

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Type	HazMat Fee
Excepted Quantity	$0.00
FedEx Limited Quantities Ground	$0.00
Hazmat Ground shipping	$50.00+
Inaccessible (Haz class 6.1 or 9), Domestic	$68.00+
Accessible (Haz class 3, 4, 5 or 8), Domestic	$158.00+
Inaccessible (Haz class 6.1 or 9), International	$108.00+
Accessible (Haz class 3, 4, 5 or 8), International	$238.00+

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General Information

CAS No. 146224-62-6
Cat. No. CS-0149976
Purity ≥95%
MDL No. MFCD16999380
Storage 4°C, protect from light, stored under nitrogen
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₇H₈N₂O₂
Molecular Weight 152.15
Synonym(s) Benzamide, 4-amino-3-hydroxy- (9CI)
SMILES NC(C1=CC(O)=C(N)C=C1)=O

Description

4-Amino-3-hydroxybenzamide features a strategically positioned amino group and phenolic hydroxyl, enabling dual hydrogen-bonding interactions. This scaffold integrates readily into bioactive molecule design, offering enhanced solubility and structural rigidity for medicinal chemistry applications under standard conditions.

Application

4-Amino-3-hydroxybenzamide serves as a versatile building block in medicinal chemistry, enabling the synthesis of heterocyclic scaffolds and bioactive molecules. Its ortho-dihydroxy-amino substitution pattern facilitates metal-catalyzed coupling reactions and cyclization processes under mild conditions. The compound exhibits good bench stability and is readily purified by recrystallization or flash chromatography, supporting its use in multi-step synthetic sequences for API development.

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-P330-P362+P364-P405-P501

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Computational Chemistry Data

TPSA 89.34
LogP 0.0733
H_Acceptors 3
H_Donors 3
Rotatable_Bonds 1

Other Classifications

Building Blocks Functional Group Amide

Building Blocks Skeleton Aromatic ring compounds Benzene compounds

Key Words

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4-Amino-3-hydroxybenzamide

CAS No. 146224-62-6

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