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761591 Sigma-Aldrich

(4-(1,2,4,5-Tetrazin-3-yl)phenyl)methanamine hydrochloride

95%

Synonym: Benzylamino tetrazine hydrochloride, H-Tz-Bz-NH3Cl hydrochloride

  • CAS Number 1345866-68-3

  • Empirical Formula (Hill Notation) C9H9N5 · xHCl

  • Molecular Weight 187.20 (free base basis)

  •  MDL number MFCD23097050

  •  PubChem Substance ID 329766561

  •  NACRES NA.22

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Properties

Related Categories Chemical Biology, Chemical Synthesis, Conjugation Chemistry: Azides, Alkynes and Other Reagents, Copper-Free Click Chemistry, Tetrazine/Strained-alkene Click Chemistry Reagents More...
assay   95%
mp   206-225 °C (decomposition)
storage temp.   −20°C
SMILES string   Cl.NCc1ccc(cc1)-c2nncnn2
InChI   1S/C9H9N5.ClH/c10-5-7-1-3-8(4-2-7)9-13-11-6-12-14-9;/h1-4,6H,5,10H2;1H
InChI key   FAAUXGMWUKVOPI-UHFFFAOYSA-N

Description

General description

4-(1,2,4,5-Tetrazin-3-yl)phenyl)methanamine is a 1,2,4,5-tetrazine derivative capable of undergoing [4+2] Diels-Alder cycloaddition reactions with strained alkenes, which makes it highly useful in bioorthogonal labeling and cell detection applications.

Application

Amine functionalized tetrazine for inverse electron demand Diels-Alder cycloaddition reactions. The tetrazine will react with strained alkenes such as transcyclooctene, norbornene and cyclopropene to yield a stable covalent linkage. Tetrazines have proven useful in bioorthogonal reactions for many biological imaging and bioconjugation applications.

Packaging

10, 25 mg in clear glass bottle

Safety & Documentation

Safety Information

Symbol 
GHS06  GHS06
Signal word 
Danger
Hazard statements 
Target organs 
Respiratory system
RIDADR 
UN 2811 6.1 / PGIII
WGK Germany 
WGK 3
Flash Point(F) 
Not applicable
Flash Point(C) 
Not applicable

Documents

Certificate of Analysis (COA)

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Protocols & Articles
Peer-Reviewed Papers
15

References

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