Bis(2-pyridylmethyl)amine - ≥98%(T) , CAS No.1539-42-0

CAS: 1539-42-0 Cat. No.: B137478 Molecular Weight: 199.26 Beilstein Registry Number: 22(5)9,267 EC Number: 216-266-8

GRADE & PURITY ≥98%(T)

Synonyms

1,2,3,5-TETRACHLOROBENZENE-D2 | Pyrrole-2-carboxylate | EINECS 216-266-8 | picolylamine (bis-2-) | SB52257 | 1-Chloro-.beta.-naphthol | SY004180 | DTXSID8061767 | NSC 176070 | Bis-2-picolylamine | P978WAD4KK | 1-(2-pyridinyl)-N-(2-pyridinylmethyl)methanam

Storage

Store at 2-8°C,Argon charged

Shipped In

Wet ice

Overview

Application：

A reactant to synthesize di(2-pyridylmethylamino)alkanoic esters using ω-iodoaliphatic carboxylic esters in the presence of triethylamine.

A ligand to synthesize iron complexes of di-(2-picolyl)amine by treating with iron trichloride, which can be used to catalyze the direct hydroxylation of benzene to phenol.

A reagent for the protection of carboxylic acids as carboxamides of bispicolylamine.

Specifications

Synonyms

1, 2, 3, 5-TETRACHLOROBENZENE-D2 | Pyrrole-2-carboxylate | EINECS 216-266-8 | picolylamine (bis-2-) | SB52257 | 1-Chloro-.beta.-naphthol | SY004180 | DTXSID8061767 | NSC 176070 | Bis-2-picolylamine | P978WAD4KK | 1-(2-pyridinyl)-N-(2-pyridinylmethyl)methanam

Specifications & Purity

≥98%(T)

Storage

Store at 2-8°C, Argon charged

Shipped In

Wet ice

This product requires cold chain shipping. Ground and other economy services are not available.

Purity

≥98%(T)

Names and Identifiers

• Pubchem Sid: 488184801
• Pubchem Sid Url: https://pubchem.ncbi.nlm.nih.gov/substance/488184801
• Canonical Smiles: C1=CC=NC(=C1)CNCC2=CC=CC=N2
• IUPAC Name: 1-pyridin-2-yl-N-(pyridin-2-ylmethyl)methanamine
• InChIKey: KXZQYLBVMZGIKC-UHFFFAOYSA-N
• INCHI: 1S/C12H13N3/c1-3-7-14-11(5-1)9-13-10-12-6-2-4-8-15-12/h1-8,13H,9-10H2
• Isomeric SMILES: C1=CC=NC(=C1)CNCC2=CC=CC=N2
• WGK Germany: 3
• Molecular Weight: 199.26
• Beilstein: 22(5)9,267
• Reaxy-Rn: 476398
• Reaxys-RN_link_address: https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=476398&ln=

Taxonomic Classification

Taxonomy Tree

• Kingdom Organic compounds
  • Superclass Organoheterocyclic compounds
    • Class Pyridines and derivatives
      • Subclass 2-pyridylmethylamines

• Kingdom: Organic compounds
• Superclass: Organoheterocyclic compounds
• Class: Pyridines and derivatives
• Subclass: 2-pyridylmethylamines
• Intermediate Tree Nodes: Not available
• Direct Parent: 2-pyridylmethylamines
• Alternative Parents: Aralkylamines Heteroaromatic compounds Dialkylamines Azacyclic compounds Organopnictogen compounds Hydrocarbon derivatives
• Molecular Framework: Aromatic heteromonocyclic compounds
• Substituents: 2-pyridylmethylamine - Aralkylamine - Heteroaromatic compound - Azacycle - Secondary amine - Secondary aliphatic amine - Organic nitrogen compound - Organopnictogen compound - Hydrocarbon derivative - Organonitrogen compound - Amine - Aromatic heteromonocyclic compound
• Description: This compound belongs to the class of organic compounds known as 2-pyridylmethylamines. These are aromatic heterocyclic compounds contaning a pyridine ring which is substituted at the 2-position with a methylamine.
• External Descriptors: Not available

Data sources

1. Djoumbou Feunang Y, Eisner R, Knox C, Chepelev L, Hastings J, Owen G, Fahy E, Steinbeck C, Subramanian S, Bolton E, Greiner R, and Wishart DS. ClassyFire: Automated Chemical Classification With A Comprehensive, Computable Taxonomy. Journal of Cheminformatics, 2016, 8:61.

DOI: 10.1186/s13321-016-0174-y

Associated Targets(Human)

ALOX5 Tclin Arachidonate 5-lipoxygenase (6568 Activities)

Discover Target: ALOX5

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

TYR Tclin Tyrosinase (717 Activities)

Discover Target: TYR

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

MMP3 Tchem Matrix metalloproteinase 3 (3433 Activities)

Discover Target: MMP3

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

MMP8 Tchem Matrix metalloproteinase 8 (1942 Activities)

Discover Target: MMP8

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

PTPN22 Tchem Hematopoietic cell protein-tyrosine phosphatase 70Z-PEP (1215 Activities)

Discover Target: PTPN22

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

MMP1 Tchem Matrix metalloproteinase-1 (7046 Activities)

Discover Target: MMP1

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

Associated Targets(non-human)

Nos2 Nitric oxide synthase, inducible (3573 Activities)

Discover Target: Nos2

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

Mmp2 Matrix metalloproteinase-2 (12 Activities)

Discover Target: Mmp2

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

Mmp9 Matrix metalloproteinase 9 (38 Activities)

Discover Target: Mmp9

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

Mechanisms of Action

Chemical and Physical Properties

• Solubility: Partly Miscible with wter.
• Sensitivity: air sensitive
• Refractive Index: 1.58
• Boil Point(°C): 144 °C/0.8 mmHg
• Molecular Weight: 199.250 g/mol
• XLogP3: 0.700
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 4
• Exact Mass: 199.111 Da
• Monoisotopic Mass: 199.111 Da
• Topological Polar Surface Area: 37.800 Ų
• Heavy Atom Count: 15
• Formal Charge: 0
• Complexity: 154.000
• Isotope Atom Count: 0
• Defined Atom Stereocenter Count: 0
• Undefined Atom Stereocenter Count: 0
• Defined Bond Stereocenter Count: 0
• Undefined Bond Stereocenter Count: 0
• The total count of all stereochemical bonds: 0
• Covalently-Bonded Unit Count: 1

References

1. Quan Li, Zhiwei Guo, Xiaoyan Zhao, Taoyi Zhang, Jing Chen, Yun Wei.  (2020)  One-pot synthesis of 2,2'-dipicolylamine derived highly photoluminescent nitrogen-doped carbon quantum dots for Fe3+ detection and fingermark detection.  NANOTECHNOLOGY,  31  (33): (335501).  [PMID:32357348] [10.1088/1361-6528/ab8f4b]

2. Linfeng Chen, Lu Li, Dong Wu, Xike Tian, Dasha Xia, Liqiang Lu, Chao Yang, Yulun Nie.  (2019)  Construction of multi-channel fluorescence sensor array and its application for accurate identification and sensitive quantification of multiple metal ions.  SENSORS AND ACTUATORS B-CHEMICAL,      [PMID:] [10.1016/j.snb.2019.127277]

3. Li Wenfang, Lu Yuze, Wang Jiajun, Li Chuanbi.  (2025)  A novel simplified structural design as an artificial enzyme for efficient hydrolysis of PNPA.  Scientific Reports,  15  (1): (1-6).  [PMID:40097505] [10.1038/s41598-025-92439-1]

4. Ke Li, Zhengxiang Wang, Zaigang Zhou, Huan Ding, Sheng Wu, Yuan Li, Jianliang Shen.  (2026)  Mitochondria-Targeting Nanocuproptosis Breaks Immune Resistance.  ADVANCED FUNCTIONAL MATERIALS,      [PMID:] [10.1002/adfm.202528750]