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Atiprimod (free base)

CAT: 0931-T71176-01Size: 25 mgDry Ice: NoHazardous: No
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CAT#:0931-T71176-01Size:25 mg
Selected
24/48H Stock Items & 2 to 6 Weeks non Stock Items.
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CAS Number
123018-47-3
Target
Others, PERK, ROS, JAK, ATG, Autophagy, STAT, p62, Apoptosis, NF-κB, Bcl-2 Family, Caspase, PARP
Related Pathways
JAK/STAT signaling, Stem Cells, NF-κB, Proteases/Proteasome, Others, Apoptosis, Tyrosine Kinase/Adaptors, Immunology/Inflammation, Chromatin/Epigenetic, DNA Damage/DNA Repair, Autophagy, Angiogenesis
Bioactivity
Atiprimod is an orally bioavailable small molecule belonging to the azaspirane class of cationic amphiphilic agents with anti-inflammatory, antineoplastic, and antiangiogenic properties. Atiprimod inhibits the phosphorylation of signal transducer and activator of transcription 3 (STAT3), blocking the signalling pathways of interleukin-6 and vascular endothelial growth factor (VEGF) and downregulating the anti-apoptotic proteins Bcl-2, Bcl-XL, and Mcl-1, thereby inhibiting cell proliferation, inducing cell cycle arrest, and inducing apoptosis.
Smiles
C(CCN(CC)CC)N1CC2(CCC(CCC)(CCC)CC2)CC1
Molecular Formula
C22H44N2
Molecular Weight
336.6
Shipping Conditions
Ice Packs
Storage Temperature
-20°C

Chemical Information

Atiprimod

Atiprimod is an orally bioavailable small molecule belonging to the azaspirane class of cationic amphiphilic agents with anti-inflammatory, antineoplastic, and antiangiogenic properties. Atiprimod inhibits the phosphorylation of signal transducer and activator of transcription 3 (STAT3), blocking the signalling pathways of interleukin-6 and vascular endothelial growth factor (VEGF) and downregulating the anti-apoptotic proteins Bcl-2, Bcl-XL, and Mcl-1, thereby inhibiting cell proliferation, inducing cell cycle arrest, and inducing apoptosis.

CAS Number123018-47-3
PubChem CID129869
IUPAC Name3-(8,8-dipropyl-2-azaspiro[4.5]decan-2-yl)-N,N-diethylpropan-1-amine
Molecular FormulaC22H44N2
Molecular Weight336.6
XLogP6.6
Topological Polar Surface Area6.5
Hydrogen Bond Donor Count0
Hydrogen Bond Acceptor Count2
Rotatable Bond Count10
Heavy Atom Count24
Formal Charge0
Complexity332
SMILES
CCCC1(CCC2(CC1)CCN(C2)CCCN(CC)CC)CCC
InChI
InChI=1S/C22H44N2/c1-5-10-21(11-6-2)12-14-22(15-13-21)16-19-24(20-22)18-9-17-23(7-3)8-4/h5-20H2,1-4H3
InChIKey
SERHTTSLBVGRBY-UHFFFAOYSA-N
Chemical Structure
2D Structure
2D structure of Atiprimod
CAS: 123018-47-3
CID: 129869
Formula: C22H44N2
MW: 336.6
Interactive 3D Structure
Loading 3D structure...
View on PubChemRaw 3D data
Computed Properties
PropertyValue
Molecular Weight336.6
XLogP36.6
Hydrogen Bond Donor Count0
Hydrogen Bond Acceptor Count2
Rotatable Bond Count10
Exact Mass336.350449412
Monoisotopic Mass336.350449412
Topological Polar Surface Area6.5 Ų
Heavy Atom Count24
Formal Charge0
Complexity332
Isotope Atom Count0
Defined Atom Stereocenter Count0
Undefined Atom Stereocenter Count0
Defined Bond Stereocenter Count0
Undefined Bond Stereocenter Count0
Covalently-Bonded Unit Count1
Compound Is CanonicalizedYes

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