Basic information
- CAS
123018-47-3- Standard SMILES
CCCC1(CCC)CCC2(CCN(CCCN(CC)CC)C2)CC1- InChIKey
SERHTTSLBVGRBY-UHFFFAOYSA-N- Molecular formula
- C22H44N2
- Average molar mass
- 336.6 g/mol
- Monoisotopic mass
- 336.35044941
Overview
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.
Names & identifiers
- Preferred name
- Atiprimod
- IUPAC
- 3-(8,8-dipropyl-2-azaspiro[4.5]decan-2-yl)-N,N-diethylpropan-1-amine
- English name
- SK&F 106615
- Molecular formula
- C22H44N2
- Molecular weight
- 336.604
Names & synonyms
Atiprimodazaspirane123018-47-3SK&F-106615SKF 106615SKF-106615MG7D3QD743DTXSID10153834N,N-Diethyl-8,8-dipropyl-2-azaspiro(4.5)decane-2-propanamineN,N-diethyl-8,8-dipropyl-2-azaspiro(4.5)decane-2-propanamine dihydrochlorideatiprimodumN,N-Diethyl-8,8-dipropyl-2-azaspiro[4.5]decane-2-propanamine
Show more names
SK&F 106615Atiprimod (free base)Atiprimod (SKF 1066152-Azaspiro[4.5]decane-2-propanamine, N,N-diethyl-8,8-dipropyl-3-(8,8-dipropyl-2-azaspiro[4.5]decan-2-yl)-N,N-diethylpropan-1-amine
(3-(8,8-dipropyl-2-azaspiro(4.5)decan-2-yl)propyl)diethylamine(3-(8,8-dipropyl-2-azaspiro[4.5]decan-2-yl)propyl)diethylamineRefChem:115426Azaspirane SK&F106615DTXCID1076325SK&F106615atiprimod hydrochlorideAtiprimod [INN]
Database identifiers
- CAS
123018-47-3- PubChem CID
- 129869
Properties
Computed structural properties
- XLogP
- 6.6
- Topological polar surface area
- 6.5 Ų
- Hydrogen bond donors
- 0
- Hydrogen bond acceptors
- 2
- Rotatable bonds
- 10
- Heavy atoms
- 24
- Formal charge
- 0
- Complexity
- 332
Experimental & physicochemical properties
DrugsPharmaceuticals -> Listed in ZINC15
Physicochemical properties
- NCI Dictionary of Cancer Terms
- 106615 · azaspirane; SK&F106615
- FDA UNII
- 7 D3QD743 · MG7D3QD743
Chemistry & industry
Applications
UsesAnti-arthritic; anti-inflammatory.
Suppliers6 total
上海波以尔化工有限公司021-50182298 021-50180596 · [email protected]
BOC Sciences16314854226; +8616314854226 · [email protected]
上海陶术生物科技股份有限公司13564774135 · [email protected]
HANGZHOU CLAP TECHNOLOGY CO.,LTD86-571-88216897,88216896 13588875226 · [email protected]
TargetMol中国（陶术生物）15002134094 · [email protected]
南京世洲生物科技有限公司025-85560043 15850508050 · [email protected]
Related reactions
0 records
No reaction records under the current filter.
Compound notes
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