3423-27-6

Basic information

• Product Name: 3-acetyltropine
• Synonyms: 3-acetyltropine;(1β,5β)-8-Methyl-8-azabicyclo[3.2.1]octan-3α-ol acetate;3α-Acetoxytropane;Acetyltropine;C12452;Tropine acetate;O-acetyltropine
• CAS NO: 3423-27-6
• Molecular Formula: C₁₀H₁₇NO₂
• Molecular Weight: 0
• Mol File: 3423-27-6.mol
• Article Data: 10

Chemical Properties

• Boiling Point: 231.6°Cat760mmHg
• Flash Point: 84.4°C
• Appearance: /
• Density: 1.08g/cm³
• Vapor Pressure: 0.0619mmHg at 25°C
• Refractive Index: 1.505
• CAS DataBase Reference: 3-acetyltropine(CAS DataBase Reference)
• NIST Chemistry Reference: 3-acetyltropine(3423-27-6)
• EPA Substance Registry System: 3-acetyltropine(3423-27-6)

Safety Data

• Hazardous Substances Data: 3423-27-6(Hazardous Substances Data)

Usage

Definition

ChEBI: An O-acyltropine in which the acyl group is acetyl.

InChI:InChI=1/C10H17NO2/c1-7(12)13-10-5-8-3-4-9(6-10)11(8)2/h8-10H,3-6H2,1-2H3

Upstream product

• 120-29-6 3-tropanol 
• 108-24-7 acetic anhydride 
• 7432-10-2 Tropanol 
• 64-19-7 acetic acid 
• 75-36-5 acetyl chloride 

Downstream Products

• 464-72-2 tetraphenylethane-1,2-diol 
• 106885-56-7 3endo-acetoxy-8anti-(4-bromo-benzyl)-8syn-methyl-nortropanium; bromide 
• 132347-40-1 3endo-acetoxy-8syn-methyl-8anti-phenacyl-nortropanium; chloride 

Relevant articles and documents

Solid-phase synthesis of tertiary N-Methyl amines including tropanes

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Further investigation of the N-demethylation of tertiary amine alkaloids using the non-classical Polonovski reaction

The iron salt-mediated Polonovski reaction efficiently N-demethylates certain opiate alkaloids. In this process, the use of the hydrochloride salt of the tertiary N-methyl amine oxide was reported to give better yields of the desired N-demethylated product. Herein, we report further investigation into the use of N-oxide salts in the iron salt-mediated Polonovski reaction. An efficient approach for the removal of iron salts that greatly facilitates isolation and purification of the N-nor product is also described.

(Azetidin-1-ylalkyl) lactams as tachykinin antagonists

The present invention provides compounds of formula (I) and the pharmaceutically acceptable salts thereof, wherein R is C3 -C7 cycloalkyl, aryl or C1 -C6 alkyl, said C1 -C6 alkyl, said C1 -C6 alkyl being optionally substituted by fluoro, COOH, --COO(C1 -C4 alkyl), C3 -C7 cycloalkyl, adamantyl, aryl or het1, and said C3 -C7 cycloalkyl being optionally substituted by 1 or 2 substituents each independently selected from C1 -C4 alkyl, C3 -C7 cycloalkyl, C1 -C4 alkoxy, hydroxy, fluoro, fluoro (C1 -C4) alkyl and fluoro (C1 -C4) Alkoxy; R1 is phenyl, naphthyl, thienyl, benzothienyl or indolyl, each optionally substituted by 1 or 2 substituents each independently selected from C1 -C4 alkyl, C1 -C4 alkoxy, halo and trifluormethyl; R2 is --CO2 H, --CONR3 R4, --CONR5 (C3 -C7 cycloalkyl), --NR5 (C2 -C5 alkanoyl), --NR3 R4, --NR5 CONR5 R6, (C3 -C7 cycloalkyl-C1 -C4 alkyl)R5 N--, --NR5 COCF3, --NR5 SO2 CF3, --NR5 (SO2 C1 -C4 alkyl), --NR5 SO2 NR5 R6, --NR5 (SO2 aryl), --N(aryl) (SO2 C1 -C4 alkyl), --OR5, --O(C3 -C7 cycloalkyl), --SO2 NR5 R6, het3 or a group of formulas: (a), (b), (c), (d), (e), (f), (g) or (h); X is C1 -C4 alkylene; X1 is a direct link or C1 -C6 alkylene; X2 is a direct link, CO, SO2, or NR5 CO; and m is 0, 1 or 2; together with intermediates used in the preparation of compositions containing and the use as tachykinin angatonists of such derivatives. STR1