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3-AP

CAT: 0931-T1982-08Size: 500 mgDry Ice: NoHazardous: No
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CAT#:0931-T1982-08Size:500 mg
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24/48H Stock Items & 2 to 6 Weeks non Stock Items.
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CAS Number
143621-35-6
Target
DNA/RNA Synthesis
Related Pathways
Cell Cycle/Checkpoint, DNA Damage/DNA Repair
Purity
0.9987
Bioactivity
3-AP (Triapine) is a novel inhibitor of the M2 subunit of ribonucleotide reductase (RR) .
Smiles
NC(=S)N\N=C\c1ncccc1N
Molecular Formula
C7H9N5S
Molecular Weight
195.24
Shipping Conditions
Ice Packs
Storage Temperature
-20°C

Chemical Information

Triapine

Triapine is a thiosemicarbazone resulting from the formal condensation of the formyl group of 3-aminopicolinaldehyde with the non-thioacylated amino group of hydrazinecarbothioamide. It is a ribonucleotide reductase inhibitor that exhibits anti-cancer properties. It has a role as a radiosensitizing agent, an antineoplastic agent, an iron chelator, a neuroprotective agent, an apoptosis inducer and an EC 1.17.4.1 (ribonucleoside-diphosphate reductase) inhibitor. It is a thiosemicarbazone and an aminopyridine. It is functionally related to a 3-aminopicolinaldehyde.

CAS Number143621-35-6
PubChem CID9571836
IUPAC Name[(E)-(3-amino-2-pyridinyl)methylideneamino]thiourea
Molecular FormulaC7H9N5S
Molecular Weight195.25
XLogP-0.2
Topological Polar Surface Area121
Hydrogen Bond Donor Count3
Hydrogen Bond Acceptor Count4
Rotatable Bond Count2
Heavy Atom Count13
Formal Charge0
Complexity205
SMILES
C1=CC(=C(N=C1)/C=N/NC(=S)N)N
InChI
InChI=1S/C7H9N5S/c8-5-2-1-3-10-6(5)4-11-12-7(9)13/h1-4H,8H2,(H3,9,12,13)/b11-4+
InChIKey
XMYKNCNAZKMVQN-NYYWCZLTSA-N
Chemical Structure
2D Structure
2D structure of Triapine
CAS: 143621-35-6
CID: 9571836
Formula: C7H9N5S
MW: 195.25
Interactive 3D Structure
Loading 3D structure...
View on PubChemRaw 3D data
Computed Properties
PropertyValue
Molecular Weight195.25
XLogP3-0.2
Hydrogen Bond Donor Count3
Hydrogen Bond Acceptor Count4
Rotatable Bond Count2
Exact Mass195.05786648
Monoisotopic Mass195.05786648
Topological Polar Surface Area121 Ų
Heavy Atom Count13
Formal Charge0
Complexity205
Isotope Atom Count0
Defined Atom Stereocenter Count0
Undefined Atom Stereocenter Count0
Defined Bond Stereocenter Count1
Undefined Bond Stereocenter Count0
Covalently-Bonded Unit Count1
Compound Is CanonicalizedYes

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