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375063

Sigma-Aldrich

1-Adamantylisocyanat

97%

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About This Item

Empirische Formel (Hill-System):
C11H15NO
CAS-Nummer:
4411-25-0
Molekulargewicht:
177.24
MDL-Nummer:
MFCD00134405
UNSPSC-Code:
12352100
PubChem Substanz-ID:
24863361
NACRES:
NA.22

Qualitätsniveau

100

Assay

97%

mp (Schmelzpunkt)

144-146 °C (lit.)

Funktionelle Gruppe

isocyanate

SMILES String

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-

InChIKey

VBHCPGFCIQDXGZ-BIBSGERRSA-N

Verwandte Kategorien

Allgemeine Beschreibung

1-Adamantyl isocyanate is an isocyanate derivative.

Anwendung

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

Piktogramme

Health hazardExclamation mark
GHS08,GHS07

Signalwort

Danger

Gefahreneinstufungen

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

Zielorgane

Respiratory system

Lagerklassenschlüssel

11 - Combustible Solids

WGK

WGK 3

Flammpunkt (°F)

Not applicable

Flammpunkt (°C)

Not applicable

Persönliche Schutzausrüstung

dust mask type N95 (US), Eyeshields, Gloves

Hier finden Sie alle aktuellen Versionen:

Analysenzertifikate (COA)

Lot/Batch Number
MKCN5232
MKCK3593
MKCG7841
MKCD3575
MKBW4529V

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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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