Basic information
- CAS
16858-02-9- Standard SMILES
c1ccc(CN(CCN(Cc2ccccn2)Cc2ccccn2)Cc2ccccn2)nc1- InChIKey
CVRXLMUYFMERMJ-UHFFFAOYSA-N- Molecular formula
- C26H28N6
- Average molar mass
- 424.5 g/mol
- Monoisotopic mass
- 424.23754492
Overview
N,N,N',N'-tetrakis(2-pyridylmethyl)ethylenediamine is an N-substituted diamine that is ethylenediamine in which the four amino hydrogens are replaced by 2-pyridylmethyl groups. It has a role as a copper chelator, a chelator and an apoptosis inducer. It is a member of pyridines, a N-substituted diamine and a tertiary amino compound. It is functionally related to an ethylenediamine.
Names & identifiers
- Preferred name
- N,N,N',N'-Tetrakis(2-pyridylmethyl)ethylenediamine
- IUPAC
- N,N,N',N'-tetrakis(pyridin-2-ylmethyl)ethane-1,2-diamine
- English name
- TPEN
- Molecular formula
- C26H28N6
- Molecular weight
- 424.54
Names & synonyms
TPEN16858-02-9N,N,N',N'-Tetrakis(2-pyridylmethyl)ethylenediamineTPEDA1,2-Ethanediamine, N,N,N',N'-tetrakis(2-pyridinylmethyl)-R9PTU1U29IDTXSID50168583CHEBI:882171,2-Ethanediamine, N,N,N',N'-tetrakis(2-pyridinylmethyl)-, (OC-6-11)-RefChem:822045DTXCID9091074605-520-7
Show more names
CS-960TPEN, >=98%TPEN/CH63857TPEN (TPEDA)TPEN, 10 mM in DMSOTPEN ISO 9001：2015 REACHTPEN, Metal ion chelatorTPEN - CAS 16858-02-9 - Calbiochem
N1,N1,N2,N2-Tetrakis(pyridin-2-ylmethyl)ethane-1,2-diamineMFCD00036918N,N,N',N'-tetrakis(2-pyridylmethyl)ethane-1,2-diamineN,N,N',N'-Tetrakis(2-pyridyl-methyl)ethylenediamineN,N,N',N'-Tetrakis(2-pyridinylmethyl)-1,2-ethanediamineN,N,N',N'-Tetrakis(2-pyridylmethyl)-1,2-ethylenediamineN,N,N',N'-tetrakis(pyridin-2-ylmethyl)ethane-1,2-diamineHY-100202
Database identifiers
- CAS
16858-02-9
Properties
Computed structural properties
- XLogP
- 2.1
- Topological polar surface area
- 58 Ų
- Hydrogen bond donors
- 0
- Hydrogen bond acceptors
- 6
- Rotatable bonds
- 11
- Heavy atoms
- 32
- Formal charge
- 0
- Complexity
- 419
Physicochemical properties
- Melting point
- 110 · 110-112 °C
- Boiling point
- 530.56 °C · 530.56°C (rough estimate)
- Density
- 1.3893 · 1.3893 (rough estimate)
- refractive index
- 1.457 · 1.4570 (estimate)
- storage temp.
- 2 · Sealed in dry,2-8°C
- solubility
- Soluble in DMSO (up to 10 mg/ml).
- pka
- 5.19 · 5.19±0.12(Predicted)
- form
- Tan solid
- color
- Off-white or tan
- BRN
- 4211982 · 4211982
- Stability
- 2 years · Stable for 2 years from date of purchase as supplied. Solutions in DMSO may be stored at -20°C for up to 3 months.
- InChI
- InChI=1S/C26H28N6/c1-5-13-27-23(9-1)19-31(20-24-10-2-6-14-28-24)17-18-32(21-25-11-3-7-15-29-25)22-26-12-4-8-16-30-26/h1-16H,17-22H2
- InChIKey
- CVRXLMUYFMERMJ-UHFFFAOYSA-N
- SMILES
- C(N(CC1=NC=CC=C1)CC1=NC=CC=C1)CN(CC1=NC=CC=C1)CC1=NC=CC=C1
Safety & regulation
Safety information is for reference only and does not replace the supplier’s Safety Data Sheet (SDS), applicable regulations, or professional assessment.
GHS classification
GHS Classification
Warning
H315 (100%): Causes skin irritation [Warning Skin corrosion/irritation]
P261, P264, P264+P265, P271, P280, P302+P352, P304+P340, P305+P351+P338, P319, P321, P332+P317, P337+P317, P362+P364, P403+P233, P405, and P501 (click each P-code to see the statement)
Aggregated GHS information provided per 40 reports by companies from 3 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.
Hazard information
Hazard Classes and CategoriesSkin Irrit. 2 (100%)
Safety data
- F
- 8-10-23
- PPE
- dust mask type N95 (US), Eyeshields, Gloves
- wgk
- 3
- hs_code
- 29333990
- risk_code
- 36/37/38
- Signal word
- Warning
- Symbol(GHS)
- GHS07
- hazard_code
- Xi
- safety_code
- 26-36
- Storage Class
- 11 - Combustible Solids
- Hazard statements
- H315-H319-H335
- Precautionary statements
- P261-P280a-P304+P340-P305+P351+P338-P405-P501a
Chemistry & industry
Pharmacology
MeSH Pharmacological Classification
Chemicals that bind to and remove ions from solutions. Many chelating agents function through the formation of COORDINATION COMPLEXES with METALS.
Drugs that inhibit cholinesterases. The neurotransmitter ACETYLCHOLINE is rapidly hydrolyzed, and thereby inactivated, by cholinesterases. When cholinesterases are inhibited, the action of endogenously released acetylcholine at cholinergic synapses is potentiated. Cholinesterase inhibitors are widely used clinically for their potentiation of cholinergic inputs to the gastrointestinal tract and urinary bladder, the eye, and skeletal muscles; they are also used for their effects on the heart and the central nervous system.
Applications
DescriptionTPEN (16858-02-9) is a cell permeable metal chelator. Frequently used to study effects of zinc depletion on cellular processes.1,2
UsesMembrane-permeable zinc chelator; decreased the intracellular level of zinc and induced apoptosis.
Upstream & downstream products
Upstream raw materials
Suppliers100 total
梯希爱(上海)化成工业发展有限公司
Related reactions
0 records
No reaction records under the current filter.
Compound notes
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