2'-Amino-5'-hydroxypropiophenone
[CAS 35364-15-9]

Identification

• Classification: Organic raw materials >> Ketone compound
• Name: 2'-Amino-5'-hydroxypropiophenone
• Synonyms: 1-(2-Amino-5-hydroxyphenyl)propan-1-one; 2'-Amino-5'-hydroxypropiophenone; AHPP
• Molecular Formula: C₉H₁₁NO₂
• Molecular Weight: 165.19
• CAS Registry Number: 35364-15-9
• EC Number: 680-346-2
• SMILES: CCC(=O)C1=C(C=CC(=C1)O)N

Properties

• Solubility: Slightly soluble (2.5 g/L) (25 °C), Calc.^*
• Density: 1.195±0.06 g/cm³ (20 °C 760 Torr), Calc.^*
• Melting point: 144.5-144.9 °C^**

^* Calculated using Advanced Chemistry Development (ACD/Labs) Software V11.02 (©1994-2020 ACD/Labs)

^** Xiong, Xiao-Dong

Safety Data

• Hazard Symbols: GHS07 Warning
• Risk Statements: H302-H315-H319-H335
• Safety Statements: P261-P264-P270-P271-P280-P301+P312-P302+P352-P304+P340-P305+P351+P338-P330-P332+P313-P337+P313-P362-P403+P233-P405-P501

chemBlink Chemical Story

2'-Amino-5'-hydroxypropiophenone, systematically 1-(2-amino-5-hydroxyphenyl)propan-1-one, is a compact aromatic ketone whose amino, phenolic hydroxyl and ketone functions make it a densely functionalized building block. Specialist synthesis and reference-material sources connect it with intermediates used in irinotecan and other camptothecin-related chemistry. It is not itself an anticancer medicine. Instead, its functional-group arrangement gives chemists entry points for constructing more elaborate fused-ring structures and controlling downstream transformations. It is also encountered as an irinotecan-related impurity or reference material, linking process chemistry with analytical quality control.

The exact registry identity matters because related free forms, salts, hydrates, stereoisomers, process intermediates and finished medicines can have separate CAS numbers even when their names share a familiar stem. In pharmaceutical and fine-chemical work this distinction is practical: composition changes formula weight and can alter solubility, crystallization, analytical standards, manufacturing specifications and interpretation of physical-property data.

The molecule also illustrates how chemists use functional groups as deliberate handles. Aromatic rings and heterocycles establish shape and electronic character, while amines, alcohols, carbonyl groups, carboxylic acids, esters or ionic centers control reactivity and intermolecular interactions. In a multistep route, an intermediate may be valuable precisely because one group can be transformed selectively while another survives for a later operation.

Modern development is equally an analytical problem. Chemists must demonstrate identity and purity, control stereochemistry or salt composition where relevant, follow process-related impurities and establish reproducible specifications. Reference materials and isolated intermediates therefore have scientific importance even when they are never administered to a patient or sold as the final commercial product.

A careful Chemical Story must distinguish documented use from structural possibility. A familiar scaffold can suggest a biological hypothesis, but resemblance is not evidence that the exact CAS substance has been tested, approved or commercially adopted for that purpose. The account therefore emphasizes verified identity, development history and supported applications, and deliberately leaves unsupported claims out.

Seen more broadly, the compound shows that useful molecular design rarely depends on one functional group in isolation. Performance emerges from the whole structure, stereochemistry and physical form, the route used to make it, and the environment in which it operates. Connecting those molecular details to a real manufacturing, analytical or therapeutic role turns a technical registry entry into a meaningful chemical story.

The exact registry identity matters because related free forms, salts, hydrates, stereoisomers, process intermediates and finished medicines can have separate CAS numbers even when their names share a familiar stem. In pharmaceutical and fine-chemical work this distinction is practical: composition changes formula weight and can alter solubility, crystallization, analytical standards, manufacturing specifications and interpretation of physical-property data.

The molecule also illustrates how chemists use functional groups as deliberate handles. Aromatic rings and heterocycles establish shape and electronic character, while amines, alcohols, carbonyl groups, carboxylic acids, esters or ionic centers control reactivity and intermolecular interactions. In a multistep route, an intermediate may be valuable precisely because one group can be transformed selectively while another survives for a later operation.

Modern development is equally an analytical problem. Chemists must demonstrate identity and purity, control stereochemistry or salt composition where relevant, follow process-related impurities and establish reproducible specifications. Reference materials and isolated intermediates therefore have scientific importance even when they are never administered to a patient or sold as the final commercial product.

References:
1. Specialist pharmaceutical reference-material records, CAS 35364-15-9.
2. Synthetic literature on camptothecin/irinotecan intermediates.
3. Wall ME et al. J Am Chem Soc. 1966.

Read more stories