4-Aminotetrahydro-2H-pyran-4-carbonitrile

Name: 4-Aminotetrahydro-2H-pyran-4-carbonitrile
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CAS No. 50289-12-8
Cat. No. CS-0186942
Molecule weightNone
Purity≥97%
MDL No.MFCD08234565

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4-Aminotetrahydro-2H-pyran-4-carbonitrile|CS-0186942

Structure of 50289-12-8

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General Information

CAS No. 50289-12-8
Cat. No. CS-0186942
Purity ≥97%
MDL No. MFCD08234565
Storage 4°C, protect from light
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₆H₁₀N₂O
Molecular Weight None
Synonym(s) 4-Aminooxane-4-carbonitrile
SMILES C1COCCC1(C#N)N

Description

4-Aminotetrahydro-2H-pyran-4-carbonitrile features a pyran ring with a primary amine and nitrile group at the C4 position, offering dual reactivity for conjugate additions and nucleophilic transformations. This bench-stable scaffold integrates readily into heterocyclic frameworks, enabling efficient access to bioactive derivatives in medicinal chemistry.

Application

4-Aminotetrahydro-2H-pyran-4-carbonitrile serves as a versatile scaffold for medicinal chemistry and synthetic organic applications, combining a stable tetrahydropyran ring with orthogonal functional handles: a primary amine and a nitrile group. The molecule enables straightforward derivatization via nucleophilic addition, amidation, or cyclization reactions, and its bench-stable nature supports reliable handling in multi-step syntheses. Functions effectively in the construction of heterocyclic intermediates and bioactive analogs requiring polar, oxygen-rich frameworks with tunable basicity.

Safety Information

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GHS Pictogram :	GHS No : GHS05
Signal Word : Danger	UN#: 3259
Class : 8	Packing Group : Ⅲ
Hazard Statements : H302-H312-H314-H332-H335
Precautionary Statements : P260-P264-P270-P271-P280-P301+P330+P331-P302+P352-P304+P340-P363-P405-P501

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Computational Chemistry Data

TPSA 59.04
LogP 0.01788
H_Acceptors 3
H_Donors 1
Rotatable_Bonds 0

Other Classifications

Building Blocks Functional Group Cyanide/Nitrile

Building Blocks Skeleton Aliphatic heterocycle compounds Tetrahydropyran compounds

Key Words

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4-Aminotetrahydro-2H-pyran-4-carbonitrile

CAS No. 50289-12-8

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