N-Hydroxycyclopropanecarboximidamide

Name: N-Hydroxycyclopropanecarboximidamide
Brand: ChemScene
Availability: InStock
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CAS No. 51285-13-3
Cat. No. CS-W005177
Purity≥97%
MDL No.MFCD03426266

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Type	HazMat Fee
Excepted Quantity	$0.00
FedEx Limited Quantities Ground	$0.00
Hazmat Ground shipping	$50.00+
Inaccessible (Haz class 6.1 or 9), Domestic	$68.00+
Accessible (Haz class 3, 4, 5 or 8), Domestic	$158.00+
Inaccessible (Haz class 6.1 or 9), International	$108.00+
Accessible (Haz class 3, 4, 5 or 8), International	$238.00+

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N-Hydroxycyclopropanecarboximidamide|CS-W005177

Structure of 51285-13-3

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General Information

CAS No. 51285-13-3
Cat. No. CS-W005177
Purity ≥97%
MDL No. MFCD03426266
Storage 4°C
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₄H₈N₂O
Molecular Weight 100.12
Synonym(s) N'-Hydroxycyclopropanecarboximidamide
SMILES N=C(C1CC1)NO

Description

N-Hydroxycyclopropanecarboximidamide delivers a strained cyclopropane ring fused to a hydroxylated imidamide group, enabling unique reactivity in nitrogen transfer and cyclization cascades. This bench-stable scaffold integrates readily into complex heterocycles under mild conditions, offering high functional group tolerance for synthetic applications in medicinal chemistry and targeted molecule assembly.

Application

N-Hydroxycyclopropanecarboximidamide serves as a versatile building block for the synthesis of heterocyclic scaffolds, particularly in the construction of oxadiazoles and related bioactive frameworks. Its cyclopropyl ring imparts structural rigidity, while the hydroxyimino group enables facile derivatization via condensation or cyclization reactions. The compound exhibits good bench stability and compatibility with common functional groups, facilitating its use in iterative synthetic sequences and medicinal chemistry campaigns.

Synthesis

Route1
- 5500-21-0
- ~95%
- In-stock
  
  51285-13-3
References
- ARENA PHARMACEUTICALS, INC.; JONES, Robert M.; BUZARD, Daniel J.; HAN, Sangdon; KIM, Sun Hee; LEHMANN, Juerg; YUE, Dawei; ZHU, Xiuwen Patent: WO2012/145361 A1, 2012 ; Location in patent: Page/Page column 167; 168 ;

Safety Information

Download SDS

GHS Pictogram :	GHS No : GHS07
Signal Word : Warning	UN#: N/A
Class : N/A	Packing Group : N/A
Hazard Statements : H302-H315-H319-H335
Precautionary Statements : P261-P264-P270-P271-P280-P302+P352-P304+P340-P305+P351+P338-P330-P362+P364-P403+P233-P405-P501

Quality Control

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Computational Chemistry Data

TPSA 56.11
LogP 0.35247
H_Acceptors 2
H_Donors 3
Rotatable_Bonds 1

Other Classifications

Building Blocks Skeleton Fatty ring compounds Cyclopropane compounds

Key Words

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N-Hydroxycyclopropanecarboximidamide

CAS No. 51285-13-3

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