69460-11-3

Basic information

• Product Name: (-)-ISOPINOCAMPHEYLAMINE
• Synonyms: (-)-ISOPINOCAMPHEYLAMINE;(1R,2R,3R,5S)-(-)-ISOPINOCAMPHEYLAMINE;(1R,2R,3R,5S)-3-PINANAMINE;(1R,2R,3R,5S)-(-)-ISOPINOCAMPHEYLAMINE,95%;(-)-Isopinocampheylamine, (1R,2R,3R,5S)-3-Pinanamine;(1R,2R,3R,5S)-2,6,6-;(1R,2R,3R,5S)-(-)-Isopinocampheylamine 95%;(1R,2R,3R,5S)-2,6,6-Trimethyl-bicyclo[3.1.1]heptan-3-amine
• CAS NO: 69460-11-3
• Molecular Formula: C₁₀H₁₉N
• Molecular Weight: 153.26
• Mol File: 69460-11-3.mol
• Article Data: 2

Chemical Properties

• Melting Point: 250 °C
• Boiling Point: 90 °C18 mm Hg(lit.)
• Flash Point: 162 °F
• Appearance: Colorless to yellow/Liquid
• Density: 0.914 g/mL at 20 °C(lit.)
• Vapor Pressure: 0.556mmHg at 25°C
• Refractive Index: n20/D 1.48(lit.)
• PKA: 11.03±0.60(Predicted)
• CAS DataBase Reference: (-)-ISOPINOCAMPHEYLAMINE(CAS DataBase Reference)
• NIST Chemistry Reference: (-)-ISOPINOCAMPHEYLAMINE(69460-11-3)
• EPA Substance Registry System: (-)-ISOPINOCAMPHEYLAMINE(69460-11-3)

Safety Data

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36
• RIDADR: NA 1993 / PGIII
• WGK Germany: 3
• Hazardous Substances Data: 69460-11-3(Hazardous Substances Data)

Usage

Uses

(1R,2R,3R,5S)-(-)-Isopinocampheylamine can be used to treat conditions associated with STING activity.

InChI:InChI=1/C10H19N/c1-6-8-4-7(5-9(6)11)10(8,2)3/h6-9H,4-5,11H2,1-3H3/t6-,7+,8-,9-/m1/s1

Upstream product

• 85116-37-6 (-)-diisopinocamphenylborane chloride 
• 7785-70-8 (+)-α-pinene 

Downstream Products

• 28272-96-0 2-vinylbenzaldehyde 
• 98-55-5 terpineol 
• 4057-31-2 1,3,3-trimethylbicyclo<2.2.1>heptan-2-endo-yl acetate 
• 80-26-2 terpinyl acetate 
• 473-54-1 pinan-2α-ol 
• 76-49-3 isobornyl acetate 
• 138-86-3 limonene. 

Relevant articles and documents

Organoboranes for synthesis. 16. A convenient synthesis of enantiomerically pure isopinocampheylamine, a chiral derivatizing agent for gas chromatographic analysis of optically active carboxylic acids

Both isomers of enantiomerically pure isopinocampheylamine (1) have been synthesized from the corresponding B-chlorodiisopinocampheylborane by treatment with either methylmagnesium bromide or trimethylaluminum to form B-methyldiisopinocampheylborane, followed by treatment of the intermediate with hydroxylamine-O-sulfonic acid. Application of 1 as a derivatizing agent for the gas chromatographic analysis of optically active carboxylic acids has been demonstrated.