Lot numbers can be found on the outside label of a product:
(5-Aminopyridin-3-yl)methanol
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CAS No. 443649-18-1
- Cat. No. CS-0112651
- Purity≥98%
- MDL No.MFCD07368062
*For research and further manufacturing use only, not for direct human use.
Structure of 443649-18-1
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General Information
- CAS No. 443649-18-1
- Cat. No. CS-0112651
- Purity ≥98%
- MDL No. MFCD07368062
- Storage 4°C, protect from light
- Shipping Room temperature in continental US; may vary elsewhere.
- Molecular Formula C₆H₈N₂O
- Molecular Weight 124.14
- Synonym(s) 3-AMINO-5-HYDROXYMETHYLPYRIDINE
- SMILES OCC1=CN=CC(N)=C1
Description
(5-Aminopyridin-3-yl)methanol features a pyridine ring bearing both an amino group at the 5-position and a hydroxymethyl substituent at the 3-position, enabling dual functionalization. This scaffold integrates readily into bioconjugation workflows and serves as a key building block in medicinal chemistry due to its polar, hydrogen-bonding capabilities and compatibility with diverse reaction conditions.
Application
(5-Aminopyridin-3-yl)methanol serves as a versatile building block for the synthesis of bioactive heterocycles and pharmaceutical intermediates. Its pyridine core enables robust metal-catalyzed coupling reactions, while the pendant primary alcohol facilitates derivatization via esterification, etherification, or oxidation to aldehyde. The amine group exhibits strong nucleophilicity and moderate basicity, supporting efficient functionalization under mild conditions. Bench-stable and readily purified by recrystallization or chromatography, it functions effectively in multistep syntheses requiring orthogonal reactivity and compatibility with common protecting groups.
Synthesis
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Route1
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In-stock
36052-25-2 - ~99%
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In-stock
443649-18-1
References
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CHROMA THERAPEUTICS LTD Patent: WO2006/117549 A1, 2006 ; Location in patent: Page/Page column 97 ; WO 2006/117549 A1
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Route2
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17285-76-6 - ~%
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In-stock
443649-18-1
References
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Gruenenthal GmbH; FRANK, Robert; Christoph, Thomas; Lesch, Bernhard; Lee, Jeewoo Patent: US2013/29961 A1, 2013 ; Location in patent: Paragraph 0802 ;
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Route3
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In-stock
24242-19-1 - ~46%
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In-stock
443649-18-1
References
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Wang, Bao-Yu; Stojanovic, Sandra; Turner, Daniel A.; Young, Tanya L.; Hadad, Christopher M.; Badjic, Jovica D. Chemistry - A European Journal, 2013 , vol. 19, # 15 p. 4767 - 4775
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Safety Information
Download SDS|
GHS Pictogram :
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GHS No : GHS07
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Signal Word : Warning
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UN#: N/A
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Class : N/A
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Packing Group : N/A
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Hazard Statements : H302-H315-H319-H335
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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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Quality Control
Computational Chemistry Data
- TPSA 59.14
- LogP 0.1561
- H_Acceptors 3
- H_Donors 2
- Rotatable_Bonds 1
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Key Words
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