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391662

Sigma-Aldrich

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

95%

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Synonym(s):
(+)-Isopinocampheylamine, (1S,2S,3S,5R)-3-Pinanamine
Empirical Formula (Hill Notation):
C10H19N
CAS Number:
13293-47-5
Molecular Weight:
153.26
MDL number:
MFCD00192239
UNSPSC Code:
12352116
PubChem Substance ID:
24864396
NACRES:
NA.22

Quality Level

100

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

Related Categories

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
GHS07

Signal Word

Warning

Hazard Statements

H315,H319,H335

Hazard Classifications

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

Target Organs

Respiratory system

WGK

WGK 3

Flash Point(F)

closed cup

Flash Point(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)
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)
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)

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