6,6-Dimethyl-3-azabicyclo[3.1.0]hexane

Name: 6,6-Dimethyl-3-azabicyclo[3.1.0]hexane
Brand: ChemScene
Availability: InStock
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CAS No. 943516-54-9
Cat. No. CS-M1048
Purity≥97%
MDL No.MFCD13176114

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Type	HazMat Fee
Excepted Quantity	$0.00
FedEx Limited Quantities Ground	$0.00
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Accessible (Haz class 3, 4, 5 or 8), Domestic	$158.00+
Inaccessible (Haz class 6.1 or 9), International	$108.00+
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6,6-Dimethyl-3-azabicyclo[3.1.0]hexane|CS-M1048

Structure of 943516-54-9

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General Information

CAS No. 943516-54-9
Cat. No. CS-M1048
Purity ≥97%
MDL No. MFCD13176114
Storage 4°C
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₇H₁₃N
Molecular Weight 111.18
Synonym(s) 6,6-Dimethyl-3-Aza-Bicyclo[3.1.0]Hexane
SMILES CC1(C2CNCC12)C

Description

6,6-Dimethyl-3-azabicyclo[3.1.0]hexane is a sterically hindered, bench-stable nitrogen-containing bicyclic scaffold that integrates into complex molecular architectures. The dimethyl substitution at the bridgehead positions enhances conformational rigidity and metabolic stability, while the tertiary amine at the 3-position provides a tunable basicity for salt formation or conjugate addition reactions. This framework serves as a key structural motif in medicinal chemistry campaigns targeting CNS disorders and kinase inhibitors.

Application

6,6-Dimethyl-3-azabicyclo[3.1.0]hexane serves as a rigid, conformationally constrained scaffold for medicinal chemistry applications. Its tertiary amine nitrogen enables salt formation and improves solubility, while the gem-dimethyl substitution enhances metabolic stability. The bicyclic core facilitates stereocontrolled synthesis and provides a robust platform for building diverse heterocyclic systems, particularly in CNS-targeted compound discovery.

Synthesis

Route1
- 1037559-68-4
- ~%
- In-stock
  
  943516-54-9
References
- ARCH PHARMALABS LIMITED; SHINDE, Anant Dharma; CHAUDARI, Bapu Atmaram; PAI, Ganesh Gurpur; MANDAL, Arun Kanti; RANBHAN, Kamlesh Jayantilal; SONAANE, Sachin Ulhas; SARJEKAR, Pushpalata Bakrishna Patent: WO2012/49688 A1, 2012 ; Location in patent: Page/Page column 38-39 ; WO 2012/049688 A1
Route2
- In-stock
  
  194421-56-2
- ~%
- In-stock
  
  943516-54-9
References
- ARCH PHARMALABS LIMITED; SHINDE, Anant Dharma; CHAUDARI, Bapu Atmaram; PAI, Ganesh Gurpur; MANDAL, Arun Kanti; RANBHAN, Kamlesh Jayantilal; SONAANE, Sachin Ulhas; SARJEKAR, Pushpalata Bakrishna Patent: WO2012/49688 A1, 2012 ; Location in patent: Page/Page column 36 ; WO 2012/049688 A1
Route3
- In-stock
  
  67911-21-1
- ~%
- In-stock
  
  943516-54-9
References
- ARCH PHARMALABS LIMITED; SHINDE, Anant Dharma; CHAUDARI, Bapu Atmaram; PAI, Ganesh Gurpur; MANDAL, Arun Kanti; RANBHAN, Kamlesh Jayantilal; SONAANE, Sachin Ulhas; SARJEKAR, Pushpalata Bakrishna Patent: WO2012/49688 A1, 2012 ; WO 2012/049688 A1

Safety Information

Download SDS

GHS Pictogram :	GHS No : GHS02,GHS05
Signal Word : Danger	UN#: 1993
Class : 3	Packing Group : Ⅱ
Hazard Statements : H225-H314-H318
Precautionary Statements : P210-P233-P240-P241-P242-P243-P280-P303+P361+P353-P370+P378-P403+P235-P501

Quality Control

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Computational Chemistry Data

TPSA 12.03
LogP 0.8618
H_Acceptors 1
H_Donors 1
Rotatable_Bonds 0

Other Classifications

Building Blocks Skeleton Aliphatic heterocycle compounds Piperidine compounds

Building Blocks Skeleton Bridge Rings compounds Other bridge ring compounds

Building Blocks Skeleton Fatty ring compounds Cyclopropane compounds

Key Words

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6,6-Dimethyl-3-azabicyclo[3.1.0]hexane

CAS No. 943516-54-9

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