Lot numbers can be found on the outside label of a product:
6-(Hydroxymethyl)picolinonitrile
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CAS No. 50501-38-7
- Cat. No. CS-0097820
- Purity≥97%
- MDL No.MFCD07367926
*For research and further manufacturing use only, not for direct human use.
Structure of 50501-38-7
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General Information
- CAS No. 50501-38-7
- Cat. No. CS-0097820
- Purity ≥97%
- MDL No. MFCD07367926
- Storage Store at room temperature
- Shipping Room temperature in continental US; may vary elsewhere.
- Molecular Formula C₇H₆N₂O
- Molecular Weight 134.14
- Synonym(s) 6-(HYDROXYMETHYL)-2-PYRIDINECARBONITRILE
- SMILES N#CC1=NC(CO)=CC=C1
Description
6-(Hydroxymethyl)picolinonitrile features a pyridine ring bearing both nitrile and hydroxymethyl groups at adjacent positions, enabling dual functionalization. This bifunctional scaffold integrates readily into synthetic sequences, where the hydroxymethyl group supports derivatization while the nitrile offers robust reactivity for downstream transformations. The molecule exhibits favorable stability under standard bench conditions, facilitating straightforward handling in organic synthesis workflows.
Application
6-(Hydroxymethyl)picolinonitrile serves as a versatile building block for heterocyclic synthesis, enabling efficient access to pyridine-based scaffolds through straightforward functional group interconversions. The nitrile and hydroxymethyl groups offer orthogonal reactivity, facilitating transformations such as amidation, oxidation, or cyclization under standard conditions. Its bench-stable nature and compatibility with common reaction protocols make it well-suited for medicinal chemistry and process development workflows.
Synthesis
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Route1
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50501-37-6 - ~73%
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In-stock
50501-38-7
References
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Ashimori; Ono; Uchida; Ohtaki; Fukaya; Watanabe; Yokoyama Chemical and Pharmaceutical Bulletin, 1990 , vol. 38, # 9 p. 2446 - 2458
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Route2
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In-stock
85148-95-4 - ~75%
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In-stock
50501-38-7
References
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Tsukamoto, Issei; Koshio, Hiroyuki; Kuramochi, Takahiro; Saitoh, Chikashi; Yanai-Inamura, Hiroko; Kitada-Nozawa, Chika; Yamamoto, Eisaku; Yatsu, Takeyuki; Shimada, Yoshiaki; Sakamoto, Shuichi; Tsukamoto, Shin-ichi Bioorganic and Medicinal Chemistry, 2009 , vol. 17, # 8 p. 3130 - 3141
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Route3
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In-stock
586-98-1 - ~%
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In-stock
50501-38-7
References
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Bremberg, Ulf; Rahm, Fredrik; Moberg, Christina Tetrahedron Asymmetry, 1998 , vol. 9, # 19 p. 3437 - 3443
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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 56.91
- LogP 0.44558
- H_Acceptors 3
- H_Donors 1
- Rotatable_Bonds 1
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Key Words
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