1006-96-8

Basic information

• Product Name: Acetic acid 4-methyl-3-pyridinyl ester
• Synonyms: 3-Acetoxy-4-methylpyridine;Acetic acid 4-methyl-3-pyridinyl ester
• CAS NO: 1006-96-8
• Molecular Formula: C8H9NO2
• Molecular Weight: 151.16
• Mol File: 1006-96-8.mol
• Article Data: 2

Chemical Properties

• Appearance: /
• CAS DataBase Reference: Acetic acid 4-methyl-3-pyridinyl ester(CAS DataBase Reference)
• NIST Chemistry Reference: Acetic acid 4-methyl-3-pyridinyl ester(1006-96-8)
• EPA Substance Registry System: Acetic acid 4-methyl-3-pyridinyl ester(1006-96-8)

Safety Data

• Hazardous Substances Data: 1006-96-8(Hazardous Substances Data)

Usage

General Description

Acetic acid 4-methyl-3-pyridinyl ester, also known as picaridin, is a chemical compound used as an insect repellent. It is effective at repelling a wide variety of insects, including mosquitoes, ticks, flies, and fleas. Picaridin is considered to be a safe and effective alternative to DEET, as it is odorless, non-greasy, and has a lower risk of skin irritation. It is commonly found in commercial insect repellent products and is considered to be a suitable option for individuals looking for protection against insect bites during outdoor activities. Additionally, picaridin has been approved for use in many countries and has been endorsed by various health organizations as a reliable means of insect bite prevention.

Upstream product

• 1003-67-4 4-methylpyridine-1-oxide 
• 108-24-7 acetic anhydride 
• 108-89-4 picoline 

Downstream Products

• 1121-19-3 4-methylpyridin-3-ol 
• 15128-89-9 2-nitro-3-hydroxy-4-methylpyridine 
• 943994-61-4 ethyl [(6-bromo-4-methyl-2-nitropyridin-3-yl)oxy]acetate 

Relevant articles and documents

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Structure activity relationship of pyridoxazinone substituted RHS analogs of oxabicyclooctane-linked 1,5-naphthyridinyl novel bacterial topoisomerase inhibitors as broad-spectrum antibacterial agents (Part-6)

Abstract Oxabicyclooctane linked 1,5-naphthyridinyl-pyridoxazinones are novel broad-spectrum bacterial topoisomerase inhibitors (NBTIs) targeting bacterial DNA gyrase and topoisomerase IV at a site different than quinolones. Due to lack of cross-resistance to known antibiotics they present excellent opportunity to combat drug-resistant bacteria. A structure activity relationship of the pyridoxazinone moiety is described in this Letter. Chemical synthesis and activities of NBTIs with substitutions at C-3, C-4 and C-7 of the pyridoxazinone moiety with halogens, alkyl groups and methoxy group has been described. In addition, substitutions of the linker NH proton and its transformation into amide analogs of AM-8085 and AM-8191 have been reported. Fluoro, chloro, and methyl groups at C-3 of the pyridoxazinone moiety retained the potency and spectrum. In addition, a C-3 fluoro analog showed 4-fold better oral efficacy (ED50 3.9 mg/kg) as compared to the parent AM-8085 in a murine bacteremia model of infection of Staphylococcus aureus. Even modest polarity (e.g., methoxy) is not tolerated at C-3 of the pyridoxazinone unit. The basicity and NH group of the linker is important for the activity when CH2 is at the linker position-8. However, amides (with linker position-8 ketone) with a position-7 NH or N-methyl group retained potency and spectrum suggesting that neither basicity nor hydrogen-donor properties of the linker amide NH is essential for the activity. This would suggest likely an altered binding mode of the linker position-7,8 amide containing compounds. The amides showed highly improved hERG (functional IC50 >30 μM) profile.