761591
(4-(1,2,4,5-Tetrazin-3-yl)phenyl)methanamine hydrochloride
95%
Synonym(s):
Benzylamino tetrazine hydrochloride, H-Tz-Bz-NH3Cl hydrochloride
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About This Item
Empirical Formula (Hill Notation):
C9H9N5 · xHCl
CAS Number:
Molecular Weight:
187.20 (free base basis)
NACRES:
NA.22
PubChem Substance ID:
UNSPSC Code:
12352116
MDL number:
Assay:
95%
Form:
solid
Quality Level
assay
95%
form
solid
reaction suitability
reaction type: click chemistry, reagent type: linker
mp
206-225 °C (decomposition)
functional group
amine
storage temp.
−20°C
SMILES string
NCC1=CC=C(C2=NN=CN=N2)C=C1.[H]Cl
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
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.
signalword
Danger
hcodes
Hazard Classifications
Acute Tox. 3 Oral - Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3
target_organs
Respiratory system
Storage Class
6.1C - Combustible acute toxic Cat.3 / toxic compounds or compounds which causing chronic effects
wgk
WGK 3
flash_point_f
Not applicable
flash_point_c
Not applicable
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Protocols
Protocol for GC Analysis of Bacterial Acid Methyl Esters (BAMEs) on Equity®-1
Thermally Induced Silane Dehydrocoupling on Silicon Nanostructures.
Kim D, et al.
Angewandte Chemie (International Edition in English), 55(22), 6423-6427 (2016)
Synthesis and evaluation of a series of 1, 2, 4, 5-tetrazines for bioorthogonal conjugation
Karver MR, et al.
Bioconjugate Chemistry, 22(11), 2263-2270 (2011)
A Bone-Seeking trans-Cyclooctene for Pretargeting and Bioorthogonal Chemistry: A Proof of Concept Study Using 99mTc-and 177Lu-Labeled Tetrazines.
Yazdani A, et al.
Journal of Medicinal Chemistry, 59(20), 9381-9389 (2016)
Global Trade Item Number
| SKU | GTIN |
|---|---|
| 761591-10MG | 04061833241851 |
| 761591-25MG | 04061833241868 |