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Methyl 6-aminonicotinate

CAS#[36052-24-1]
G-codeGEO-00186
Molecular formulaC7H8N2O2
Molecular weight152.15
Synonyms

6-Aminonicotinic acid methyl ester ; Methyl 6-aminopyridine-3-carboxylate ; Methyl 2-amino-5-pyridinecarboxylate

Structure of Methyl 6-aminonicotinate

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Regulatory Information

Not regulated as a dangerous good.

GHS pictogram
GHS07_harmful
Signal WordWarning
Hazard Statements
H315 - H319 - H335

H315 – Causes skin irritation
H319 – Causes serious eye irritation
H335 – May cause respiratory irritation

Precautionary Statements
P261 - P280 - P302+352 - P305+351+338

P261 – Avoid breathing dust/fume/gas/mist/vapours/spray:
P280 – Wear protective gloves/protective clothing/eye protection/face protection:
P302+352 – IF ON SKIN: Wash with soap and water
P305+351+338 – IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses if present and easy to do – continue rinsing

Product categorization

Description

Methyl 6-aminonicotinate is a useful chemical compound with a variety of research applications. We are pleased to offer high quality Methyl 6-aminonicotinate in various sizes (for research, pilot-scale, or production applications) from milligrams to multi-kilogram batches, making it easy for you to choose the right amount to suit your needs.

Show full description
Methyl 6-aminonicotinate [36052-24-1] or methyl 6-aminopyridine-3-carboxylate is white crystalline solid with the melting point of 154-156 °C.[1] It is a methyl ester of aminonicotinic acid.

Preparation of Methyl 6-aminonicotinate:

It can be easily prepared from 6-aminonicotinic acid by reaction with aqueous hydrogen chloride in methanol under reflux.[2]

Application:

Methyl 6-aminonicotinate is useful and versatile building block in the synthesis of various important pyridine derivatives. It was used in the synthesis of histone deacetylase 3 (HDAC3) selective inhibitors targeting breast cancer stem cells.[3] Methyl 6-aminonicotinate served as a substrate in the synthesis of glucokinase activators which may represent a new approach to diabetes therapy.[4]

Product categorization (Chemical groups):

Main category: Second level: Third level: _______________________________________________________________________
[1] C. Gandolfo, G. Buemi, G. Favini Gazz. Chim. Ital. 1971, 101, 946. [2] G. Yang, J. E. Golden Org. Lett. 2018, 20 (15), 4393. 10.1021/acs.orglett.8b01275 [3] H. Y. Hsieh, H. C. Chuang, F. H. Shen, K. Detroja, L. W. Hsin, C. S. Chen Eur. J. Med. Chem 2017, 140 (10), 42. doi:10.1016/j.ejmech.2017.08.069 [4] S. E. Badiger, K. F. Fosgerau, N. Vrang, V. D. Chaudhari, J. J. Naik, J. Auxcilia, R. R. Reddy, H. S. Subramanya, P. V. Reddy, B. N. S. Reddy Azine compounds as glucokinase activators 2008, Rheoscience A/S, WO2009083553A1.

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