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Key Documents

391662

Sigma-Aldrich

(1S,2S,3S,5R)-(+)-Isopinocampheylamine

95%

Synonym(s):

(+)-Isopinocampheylamine, (1S,2S,3S,5R)-3-Pinanamine

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About This Item

Empirical Formula (Hill Notation):
C10H19N
CAS Number:
Molecular Weight:
153.26
MDL number:
UNSPSC Code:
12352116
PubChem Substance ID:
NACRES:
NA.22

Quality Level

Assay

95%

optical activity

[α]22/D +44°, neat

refractive index

n20/D 1.481 (lit.)

bp

90 °C/18 mmHg (lit.)

density

0.909 g/mL at 25 °C (lit.)

SMILES string

C[C@@H]1[C@@H](N)C[C@H]2C[C@@H]1C2(C)C

InChI

1S/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-/m0/s1

InChI key

VPTSZLVPZCTAHZ-KZVJFYERSA-N

Application

(1S,2S,3S,5R)-(+)-isopinocampheylamine is a primary bicyclic amine with potent M2 ion channel inhibitor ability similar to that of amantadine, making it a promising candidate for developing anti-influenza agents.

Pictograms

Exclamation mark

Signal Word

Warning

Hazard Statements

Hazard Classifications

Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

Target Organs

Respiratory system

Storage Class Code

10 - Combustible liquids

WGK

WGK 3

Flash Point(F)

161.6 °F - closed cup

Flash Point(C)

72 °C - closed cup

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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Discovery of highly potent agents against influenza A virus.
Zhao X, et al.
European Journal of Medicinal Chemistry, 46(1), 52-57 (2011)
Identification of hits as matrix-2 protein inhibitors through the focused screening of a small primary amine library.
Hu W, et al.
Journal of Medicinal Chemistry, 53(9), 3831-3834 (2010)
New strategy for high throughput screening of anti-influenza virus M2 ion channel inhibitors.
Li C, et al.
Current Pharmaceutical Design, 19(28), 5146-5155 (2013)

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