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Sigma-Aldrich

1-Adamantyl isocyanate

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About This Item

Fórmula empírica (Notação de Hill):
C11H15NO
Número CAS:
4411-25-0
Peso molecular:
177.24
Número MDL:
MFCD00134405
Código UNSPSC:
12352100
ID de substância PubChem:
24863361
NACRES:
NA.22

Ensaio

97%

pf

144-146 °C (lit.)

cadeia de caracteres SMILES

O=C=NC12C[C@H]3C[C@H](C[C@H](C3)C1)C2

InChI

1S/C11H15NO/c13-7-12-11-4-8-1-9(5-11)3-10(2-8)6-11/h8-10H,1-6H2/t8-,9+,10-,11-

chave InChI

VBHCPGFCIQDXGZ-BIBSGERRSA-N

Categorias relacionadas

Descrição geral

1-Adamantyl isocyanate is an isocyanate derivative.

Aplicação

1-Adamantyl isocyanate may be used in the preparation of:
  • adamantyl-functionalized nanoparticles, via thiol-isocyanate reaction of thiol-modified nanoparticles1 4-[3-(aryl or -cycloalkyl)ureido]butyryl compound
  • 4-(3-adamantan-1-yl-ureido)butyric acid, via reaction with 4-aminobutanoic acid in DMF
  • 4-(3-adamantan-1-yl-ureido)butyryloxy compound
  • 12-(3-adamantan-1-yl-ureido) dodecanoic acid (AUDA)
  • adamantyl-phenylsulfonamide ureas
  • 1-adamantan-1-yl-3-(hydroxyalkyl)ureas, via reaction with with hydroxyalkylamines

Pictogramas

Health hazardExclamation mark
GHS08,GHS07

Palavra indicadora

Danger

Classificações de perigo

Acute Tox. 4 Dermal - Acute Tox. 4 Inhalation - Acute Tox. 4 Oral - Eye Irrit. 2 - Resp. Sens. 1 - Skin Irrit. 2 - Skin Sens. 1 - STOT SE 3

Órgãos-alvo

Respiratory system

Código de classe de armazenamento

11 - Combustible Solids

Classe de risco de água (WGK)

WGK 3

Ponto de fulgor (°F)

Not applicable

Ponto de fulgor (°C)

Not applicable

Equipamento de proteção individual

dust mask type N95 (US), Eyeshields, Gloves

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E Jeffrey North et al.
Bioorganic & medicinal chemistry, 21(9), 2587-2599 (2013-03-19)
Out of the prominent global ailments, tuberculosis (TB) is still one of the leading causes of death worldwide due to infectious disease. Development of new drugs that shorten the current tuberculosis treatment time and have activity against drug resistant strains
In-Hae Kim et al.
Journal of medicinal chemistry, 47(8), 2110-2122 (2004-04-02)
The soluble epoxide hydrolase (sEH) is involved in the metabolism of endogenous chemical mediators that play an important role in blood pressure regulation and inflammation. 1,3-Disubstituted ureas are potent inhibitors of sEH that are active both in vitro and in
In-Hae Kim et al.
Journal of medicinal chemistry, 50(21), 5217-5226 (2007-09-27)
Soluble epoxide hydrolase (sEH) is a therapeutic target for treating hypertension and inflammation. 1,3-Disubstituted ureas functionalized with an ether group are potent sEH inhibitors. However, their relatively low metabolic stability leads to poor pharmacokinetic properties. To improve their bioavailability, we
In-Hae Kim et al.
Bioorganic & medicinal chemistry, 15(1), 312-323 (2006-10-19)
The soluble epoxide hydrolase (sEH) plays an important role in the metabolism of endogenous chemical mediators involved in blood pressure regulation and vascular inflammation. 12-(3-Adamantan-1-yl-ureido)-dodecanoic acid (AUDA, 1) is a very active inhibitor of sEH both in vitro and in
Kathrin Isenbügel et al.
Macromolecular rapid communications, 31(24), 2121-2126 (2011-05-14)
Stable nanoparticle vesicles were for the first time prepared from adamantyl- and cyclodextrin (CD)-modified silica nanoparticles forming host-guest interactions in aqueous solution. Adamantyl-functionalized nanoparticles were obtained from thiol-isocyanate reaction of thiol-modified nanoparticles with 1-adamantyl isocyanate. The CD modified silica particles

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