Methyl 5,6-diaminonicotinate

Name: Methyl 5,6-diaminonicotinate
Brand: ChemScene
Availability: InStock
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CAS No. 104685-76-9
Cat. No. CS-0169414
Purity≥97%
MDL No.MFCD11656314

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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 104685-76-9

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General Information

CAS No. 104685-76-9
Cat. No. CS-0169414
Purity ≥97%
MDL No. MFCD11656314
Storage 4°C, protect from light
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₇H₉N₃O₂
Molecular Weight 167.17
Synonym(s) 5,6-DIAMINOPYRIDINE-3-CARBOXYLIC ACID METHYL ESTER
SMILES O=C(C1=CC(N)=C(N)N=C1)OC

Description

Methyl 5,6-diaminonicotinate features a pyridine core with strategically positioned amino groups enabling direct functionalization in synthetic routes. This bench-stable derivative delivers high reactivity for conjugation and incorporation into bioactive scaffolds, particularly in kinase inhibitor design and fluorescent probe development.

Application

Methyl 5,6-diaminonicotinate serves as a versatile building block in medicinal chemistry, enabling the synthesis of substituted nicotinamide derivatives and heterocyclic scaffolds. Its dual amine functionality offers orthogonal reactivity for sequential functionalization, while the methyl ester group supports selective transformations. The compound exhibits good bench stability and facilitates purification via standard chromatographic methods, making it well-suited for iterative synthetic campaigns in API development.

Synthesis

Route1
- 1354975-99-7
- ~%
- In-stock
  
  104685-76-9
References
- UNIVERSITE DE MONTREAL; RUEL, Rejean; CHANTIGNY, Yves; MARINIER, Anne; RENE, Patricia; BOUVIER, Michel Patent: WO2012/3576 A1, 2012 ; Location in patent: Page/Page column 100 ; WO 2012/003576 A1
Route2
- In-stock
  
  104685-75-8
- ~83%
- In-stock
  
  104685-76-9
References
- Zimmermann, Peter Jan; Buhr, Wilm; Brehm, Christof; Palmer, Andreas Marc; Feth, Martin Philipp; Senn-Bilfinger, Joerg; Simon, Wolfgang-Alexander Bioorganic and Medicinal Chemistry Letters, 2007 , vol. 17, # 19 p. 5374 - 5378
Route3
- In-stock
  
  267875-45-6
- ~%
- In-stock
  
  104685-76-9
References
- Barrow, James C.; Coburn, Craig; Selnick, Harold G.; Ngo, Phung L. Patent: US2002/193398 A1, 2002 ; US 20020193398 A1

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-H312-H315-H319-H332-H335
Precautionary Statements : P261-P264-P270-P271-P280-P302+P352-P304+P340-P330-P362+P364-P405-P501

Quality Control

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Computational Chemistry Data

TPSA 91.23
LogP 0.0326
H_Acceptors 5
H_Donors 2
Rotatable_Bonds 1

Other Classifications

Building Blocks Functional Group Ester

Building Blocks Skeleton Aromatic heterocycle compounds Pyridine compounds

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Methyl 5,6-diaminonicotinate

CAS No. 104685-76-9

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