SIRT6-IN-6

Name: SIRT6-IN-6
Brand: ChemScene
Availability: InStock
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CAS No. 23491-48-7
Cat. No. CS-M3609
Purity≥97%
MDL No.MFCD00545964

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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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Structure of 23491-48-7

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General Information

CAS No. 23491-48-7
Cat. No. CS-M3609
Purity ≥97%
MDL No. MFCD00545964
Storage 4°C, protect from light
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₁₁H₁₆N₄O₂
Molecular Weight 236.28
Synonym(s) 5-(4-Methylpiperazin-1-yl)-2-nitroaniline
SMILES O=N(=O)C1=CC=C(C=C1N)N2CCN(C)CC2

Description

This nitroaniline derivative features a methylpiperazine moiety that enhances solubility and facilitates downstream conjugation. The para-nitro group imparts strong electron-withdrawing character, enabling participation in cross-coupling reactions. Bench-stable and moisture-tolerant, it serves as a key intermediate in the synthesis of bioactive compounds and functional materials.

Application

5-(4-Methyl-1-piperazinyl)-2-nitroaniline serves as a versatile intermediate in medicinal chemistry, enabling efficient construction of bioactive heterocycles. Its nitro group facilitates reduction to an amine for subsequent coupling or cyclization, while the piperazinyl moiety offers favorable solubility and hydrogen-bonding capacity. The molecule exhibits bench stability and compatibility with standard functional group manipulations, supporting its use in multi-step syntheses of pharmaceutical scaffolds.

Synthesis

Route1
- In-stock
  
  109-01-3
- In-stock
  
  1635-61-6
- ~97%
- In-stock
  
  23491-48-7
References
- UNIVERSITY OF DELHI; TANDON, Vibha Patent: WO2004/63170 A1, 2004 ; Location in patent: Page 7 ;
Route2
- In-stock
  
  109-01-3
- In-stock
  
  2369-11-1
- ~98%
- In-stock
  
  23491-48-7
References
- Renhowe, Paul A.; Pecchi, Sabina; Shafer, Cynthia M.; Machajewski, Timothy D.; Jazan, Elisa M.; Taylor, Clarke; Antonios-McCrea, William; McBride, Christopher M.; Frazier, Kelly; Wiesmann, Marion; Lapointe, Gena R.; Feucht, Paul H.; Warne, Robert L.; Heise, Carla C.; Menezes, Daniel; Aardalen, Kimberly; Ye, Helen; He, Molly; Le, Vincent; Vora, Jayesh; Jansen, Johanna M.; Wernette-Hammond, Mary Ellen; Harris, Alex L. Journal of Medicinal Chemistry, 2009 , vol. 52, # 2 p. 278 - 292
Route3
- In-stock
  
  109-01-3
- In-stock
  
  1635-61-6
- ~61%
- In-stock
  
  20691-71-8
- In-stock
  
  23491-48-7
References
- Harapanhalli; McLaughlin; Howell; Rao; Adelstein; Kassis Journal of medicinal chemistry, 1996 , vol. 39, # 24 p. 4804 - 4809

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 75.64
LogP 0.9288
H_Acceptors 5
H_Donors 1
Rotatable_Bonds 2

Other Classifications

Building Blocks Skeleton Aliphatic heterocycle compounds Piperazine compounds

Building Blocks Skeleton Aromatic ring compounds Benzene compounds

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CAS No. 23491-48-7

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