Skip to Content
Merck
All Photos(2)

Documents

100277

Sigma-Aldrich

Adamantane

≥99%

Synonym(s):

Tricyclo[3.3.1.13,7]decane

Sign Into View Organizational & Contract Pricing
All Photos(2)

About This Item

Empirical Formula (Hill Notation):
C10H16
CAS Number:
281-23-2
Molecular Weight:
136.23
Beilstein:
1901173
EC Number:
206-001-4
MDL number:
MFCD00074719
UNSPSC Code:
12352100
PubChem Substance ID:
24846519
NACRES:
NA.22

Assay

≥99%

form

solid

mp

209-212 °C (subl.) (lit.)

SMILES string

C1[C@H]2C[C@H]3C[C@@H]1C[C@@H](C2)C3

InChI

1S/C10H16/c1-7-2-9-4-8(1)5-10(3-7)6-9/h7-10H,1-6H2/t7-,8+,9-,10+

InChI key

ORILYTVJVMAKLC-YNFQOJQRSA-N

Looking for similar products? Visit Product Comparison Guide

Related Categories

Application

Adamantane is the structural backbone of various medicinally important compounds such as amantadine, memantine, saxagliptin and vildagliptin. It is used in the synthesis of adamantine-based dirhodium tetracarboxylate catalyst for carbenoid reactions. It can also be used as a seeding material for the nucleation of nanocrystalline diamond films.

Hazard Statements

H413

Precautionary Statements

P273

Hazard Classifications

Aquatic Chronic 4

Storage Class Code

11 - Combustible Solids

WGK

WGK 2

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

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’.

Already Own This Product?

Find documentation for the products that you have recently purchased in the Document Library.

Visit the Document Library

Adamantane?a lead structure for drugs in clinical practice.
Spilovska K, et al.
Current Medicinal Chemistry, 23(29), 3245-3266 (2016)
The lipophilic bullet hits the targets: medicinal chemistry of adamantane derivatives.
Lukas Wanka et al.
Chemical reviews, 113(5), 3516-3604 (2013-02-26)
Vlad Badilita et al.
PloS one, 7(8), e42848-e42848 (2012-09-01)
This article describes the development and testing of the first automatically microfabricated probes to be used in conjunction with the magic angle coil spinning (MACS) NMR technique. NMR spectroscopy is a versatile technique for a large range of applications, but
Guy Lamoureux et al.
Current medicinal chemistry, 17(26), 2967-2978 (2010-09-23)
This review summarizes the importance and recent discoveries of the use of adamantane derivatives in Medicinal Chemistry. We have organized the article in 4 sections: 1) Absorption, Distribution, Metabolism, or Excretion (ADME) properties 2) Hydrophobic Effects 3) Ion Channels and
Louis H Miller et al.
Nature medicine, 19(2), 156-167 (2013-02-08)
Plasmodium falciparum malaria, an infectious disease caused by a parasitic protozoan, claims the lives of nearly a million children each year in Africa alone and is a top public health concern. Evidence is accumulating that resistance to artemisinin derivatives, the
View All Related Papers

Our team of scientists has experience in all areas of research including Life Science, Material Science, Chemical Synthesis, Chromatography, Analytical and many others.

Contact Technical Service