Lot numbers can be found on the outside label of a product:
Methyl 2-chloroisonicotinate
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CAS No. 58481-11-1
- Cat. No. CS-W004976
- Purity≥98%
- MDL No.MFCD01765409
*For research and further manufacturing use only, not for direct human use.
Structure of 58481-11-1
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General Information
- CAS No. 58481-11-1
- Cat. No. CS-W004976
- Purity ≥98%
- MDL No. MFCD01765409
- Storage Store at room temperature
- Shipping Room temperature in continental US; may vary elsewhere.
- Molecular Formula C₇H₆ClNO₂
- Molecular Weight None
- Synonym(s) Methyl 2-Chloro-4-pyridinecarboxylate
- SMILES C1=C(Cl)N=CC=C1C(OC)=O
Description
Methyl 2-chloroisonicotinate is a bench-stable, moisture-tolerant heterocyclic ester featuring a chlorine atom at the 2-position of the pyridine ring. This electron-deficient scaffold integrates readily into synthetic sequences requiring selective functionalization. The methyl ester group enables straightforward derivatization, facilitating access to diverse bioactive molecules and pharmaceutical intermediates.
Application
Methyl 2-chloroisonicotinate serves as a versatile building block in medicinal chemistry, enabling efficient construction of heterocyclic scaffolds through nucleophilic substitution and coupling reactions. Its ortho-chloro functionality exhibits high reactivity toward amines, thiols, and organometallic reagents, facilitating rapid diversification. The methyl ester group supports selective transformations and downstream derivatization, while the compound demonstrates excellent bench stability and ease of purification in standard synthetic workflows.
Synthesis
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Route1
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67-56-1 -
In-stock
6313-54-8 - ~91%
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In-stock
58481-11-1
References
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ALLERGAN, INC. Patent: WO2008/11478 A2, 2008 ; Location in patent: Page/Page column 76 ;
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Route2
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In-stock
6313-54-8
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74-88-4
- ~97%
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In-stock
58481-11-1
References
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KYOWA HAKKO KOGYO CO., LTD. Patent: WO2006/118256 A1, 2006 ; Location in patent: Page/Page column 89 ;
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Route3
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In-stock
6313-54-8
- ~73%
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In-stock
58481-11-1
References
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Pharmacia Corporation Patent: US6509361 B1, 2003 ; US 6509361 B1
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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 39.19
- LogP 1.5216
- H_Acceptors 3
- H_Donors 0
- Rotatable_Bonds 1
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Key Words
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