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Merck
CN

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
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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

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.


hcodes

pcodes

Hazard Classifications

Aquatic Chronic 4

Storage Class

11 - Combustible Solids

wgk

WGK 2

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)



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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
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)



Global Trade Item Number

SKUGTIN
100277-25G04061838661845
100277-100G04061838661838