100277
Adamantane
≥99%
Synonym(s):
Tricyclo[3.3.1.13,7]decane
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About This Item
Empirical Formula (Hill Notation):
C10H16
CAS Number:
Molecular Weight:
136.23
UNSPSC Code:
12352100
NACRES:
NA.22
PubChem Substance ID:
EC Number:
206-001-4
Beilstein/REAXYS Number:
1901173
MDL number:
Assay:
≥99%
Form:
solid
InChI key
ORILYTVJVMAKLC-YNFQOJQRSA-N
InChI
1S/C10H16/c1-7-2-9-4-8(1)5-10(3-7)6-9/h7-10H,1-6H2/t7-,8+,9-,10+
SMILES string
C1[C@H]2C[C@H]3C[C@@H]1C[C@@H](C2)C3
assay
≥99%
form
solid
mp
209-212 °C (subl.) (lit.)
Quality Level
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.
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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
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
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
Adamantane?a lead structure for drugs in clinical practice.
Spilovska K, et al.
Current Medicinal Chemistry, 23(29), 3245-3266 (2016)
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