CAS 4411-26-1

Adamantyl isothiocyanate

Description:

Adamantyl isothiocyanate is an organic compound characterized by its unique structure, which includes an adamantane core attached to an isothiocyanate functional group. This compound typically appears as a colorless to pale yellow liquid with a distinctive odor. It is known for its reactivity, particularly in nucleophilic substitution reactions, due to the presence of the isothiocyanate group, which can readily react with amines and alcohols. Adamantyl isothiocyanate is often utilized in organic synthesis and has potential applications in medicinal chemistry, particularly in the development of bioactive compounds. Its stability is influenced by the steric hindrance provided by the adamantane structure, which can affect its reactivity and interaction with biological systems. Additionally, this compound may exhibit antimicrobial and anticancer properties, making it of interest in pharmaceutical research. As with many isothiocyanates, it is important to handle this substance with care due to its potential irritant properties.

Formula: C₁₁H₁₅NS

InChI: InChI=1S/C11H15NS/c13-7-12-11-4-8-1-9(5-11)3-10(2-8)6-11/h8-10H,1-6H2

InChI key: InChIKey=YPKFLUARLJRPQM-UHFFFAOYSA-N

SMILES: N(=C=S)C12CC3CC(C1)CC(C2)C3

Synonyms:

• 1-Isothiocyanatoadamantane
• 1-Isothiocyanatotricyclo[3.3.1.1^3,7]decane
• 1-Isothiocyanatotricyclo[3.3.1.1~3,7~]Decane
• Adamantyl isothiocyanate
• Isothiocyanic acid 1-adamantyl estr
• Isothiocyanic acid, 1-adamantyl ester
• NSC 529585
• Tricyclo(3.3.1.13,7)Dec-1-Yl Isocyanate
• Tricyclo[3.3.1.1^3,7]decane, 1-isothiocyanato-
• 1-Adamantyl isothiocyanate
• 1-Isothiocyanatotricyclo[3.3.1.13,7]decane

1-Adamantyl Isothiocyanate

CAS: 4411-26-1

Formula: C₁₁H₁₅NS

Purity: min. 98.0 %(GC)

Color and Shape: White to Orange to Green powder to crystal

Molecular weight: 193.31

Ref: 3B-I0485

1-Adamantyl Isothiocyanate

CAS: 4411-26-1

Formula: C₁₁H₁₅NS

Purity: 98%

Color and Shape: Solid

Molecular weight: 193.3085

Ref: IN-DA003DX3

1-Adamantyl isothiocyanate

CAS: 4411-26-1

1-Adamantyl isothiocyanate

Purity: 95%

Molecular weight: 193.31g/mol

Ref: 54-OR7171

1-Adamantyl isothiocyanate

CAS: 4411-26-1

1-Adamantyl isothiocyanate (1AITC) is a chemical compound that contains the functional group of isothiocyanates. It has potent antibacterial activity against many bacteria, including methicillin-resistant Staphylococcus aureus, and is also active against influenza in animal models. 1AITC binds to amines and forms hydrogen bonds with the enzyme cholinesterase, which leads to inhibition of enzyme activity. This inhibition prevents the breakdown of acetylcholine and other neurotransmitters, which may lead to an increase in acetylcholine levels in the brain and subsequent improvement of memory. 1AITC has also been shown to inhibit cancer cell growth in vitro and in vivo through cytotoxic effects and induction of apoptosis.

Formula: C₁₁H₁₅NS

Purity: Min. 95%

Molecular weight: 193.31 g/mol

Ref: 3D-FA66612

1-Adamantyl isothiocyanate

CAS: 4411-26-1

Formula: C₁₁H₁₅NS

Purity: 95%

Color and Shape: Solid

Molecular weight: 193.31

Ref: 10-F018157