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
Beilstein:
1901173
EC Number:
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.22
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Quality Level
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
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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
Precautionary Statements
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
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Nucleation enhancement of nanocrystalline diamond growth at low substrate temperatures by adamantane seeding.
Tsugawa K, et al.
The Journal of Physical Chemistry C, 114(9), 3822-3824 (2010)
Ayako Takahashi et al.
American journal of physiology. Heart and circulatory physiology, 304(10), H1361-H1369 (2013-03-19)
Incretin hormones, including glucagon-like peptide-1 (GLP-1), a target for diabetes mellitus (DM) treatment, are associated with cardioprotection. As dipeptidyl-peptidase IV (DPP-IV) inhibition increases plasma GLP-1 levels in vivo, we investigated the cardioprotective effects of the DPP-IV inhibitor vildagliptin in a
Benjamin M Scirica et al.
The New England journal of medicine, 369(14), 1317-1326 (2013-09-03)
The cardiovascular safety and efficacy of many current antihyperglycemic agents, including saxagliptin, a dipeptidyl peptidase 4 (DPP-4) inhibitor, are unclear. We randomly assigned 16,492 patients with type 2 diabetes who had a history of, or were at risk for, cardiovascular
Kenneth J Olejar et al.
Antioxidants (Basel, Switzerland), 8(7) (2019-07-25)
Valorization of agricultural waste has become increasingly important. Wastes generated by wineries are high in phenolic compounds with antioxidant and antibacterial properties, which contribute to phytotoxicity, making their immediate use for agricultural means limited. Utilizing a water-based extraction method, the
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
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