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Atiprimod Dihydrochloride

HCID 166556
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Basic informationOverviewNames & identifiersPropertiesSafety & regulationChemistry & industryRelated reactionsCompound notes
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Basic information

CAS
130065-61-1
Standard SMILES
CCCC1(CCC)CCC2(CCN(CCCN(CC)CC)C2)CC1.Cl.Cl
InChIKey
MOUZYBYTICOTFQ-UHFFFAOYSA-N
Molecular formula
C22H46Cl2N2
Average molar mass
409.5 g/mol
Monoisotopic mass
408.3038049

Overview

Atiprimod Dihydrochloride is the dihydrochloride salt form of atiprimod, an orally bioavailable small molecule belonging to the azaspirane class of cationic amphiphilic agents with anti-inflammatory, antineoplastic, and anti-angiogenic activities. Atiprimod inhibits the phosphorylation of signal transducer and activator of transcription 3 (STAT3) and AKT, blocking the signaling pathways of interleukin-6, vascular endothelial growth factor (VEGF) and downregulating the anti-apoptotic proteins Bcl-2, Bcl-XL, and Mcl-1. This results in the inhibition of cell proliferation, induction of cell cycle arrest, and apoptosis.

Names & identifiers

Preferred name
Atiprimod Dihydrochloride
IUPAC
3-(8,8-dipropyl-2-azaspiro[4.5]decan-2-yl)-N,N-diethylpropan-1-amine;dihydrochloride
English name
Azaspirane)
Molecular formula
C22H45ClN2
Molecular weight
373.07

Names & synonyms

Atiprimod dihydrochloride130065-61-1Atiprimod HClSK&F 106615-A2Atiprimod dihydrochloride [USAN]SKF-106615-A2SK&F-106615-A2UNII-O12I24570RO12I24570RAtiprimod dihydrochloride (USAN)DTXSID201563312-(3-(Diethylamino)propyl)-8,8-dipropyl-2-azaspiro(4.5)decane dihydrochloride
Show more names
Atiprimod hydrochlorideAtiprimod dihydrochloride (SKF 106615N,N-Diethyl-8,8-dipropyl-2-azaspiro[4.5]decane-2-propanamine dihydrochloride
2-Azaspiro(4.5)decane-2-propanamine N,N-diethyl-8,8-dipropyl-, dihydrochloride2-[3-(Diethylamino)propyl]-8,8-dipropyl-2-azaspiro[4.5]decane dihydrochlorideRefChem:115427DTXCID5078822Atiprimod (hydrochloride)2-Azaspiro(4.5)decane-2-propanamine, N,N-diethyl-8,8-dipropyl-, dihydrochlorideN,N-Diethyl-8,8-dipropyl-2-azaspiro[4.5]decane-2-propanaminedihydrochlorideAtiprimod 2HCl

Database identifiers

CAS
130065-61-1
PubChem CID
166556
DTXSID

Properties

Computed structural properties

Topological polar surface area
6.5 Ų
Hydrogen bond donors
2
Hydrogen bond acceptors
2
Rotatable bonds
10
Heavy atoms
26
Formal charge
0
Complexity
332

Physicochemical properties

Melting point
251 · 251-253 °C
storage temp.
-20 °C · Store at -20°C
solubility
Soluble in DMSO
FDA UNII
12 I24570R · O12I24570R
Symbol(GHS)
7 · GHS07
Signal word
Warning
Hazard statements
302 · H302-H315-H319-H335
Precautionary statements
280 · P280-P305+P351+P338

Safety & regulation

Safety information is for reference only and does not replace the supplier’s Safety Data Sheet (SDS), applicable regulations, or professional assessment.

Safety data

Signal word
Warning
Symbol(GHS)
GHS07
Hazard statements
H302-H315-H319-H335
Precautionary statements
P280-P305+P351+P338

Chemistry & industry

Applications

UsesAtiprimod Dihydrochloride is a JAK2 inhibitor and is also a novel immunomodulator.

Suppliers8 total

BOC Sciences16314854226; +8616314854226 · [email protected]
南通全益生物科技有限公司0513-66337626 18051384581 · [email protected]
上海陶术生物科技股份有限公司13564774135 · [email protected]
BOC Sciences[email protected]
上海宏叶生物科技有限公司400-9205774 400-920-5774 · [email protected]
TargetMol中国(陶术生物)4008200310 15002144251 · [email protected]
HANGZHOU CLAP TECHNOLOGY CO.,LTD86-571-88216897,88216896 13588875226 · [email protected]
南京世洲生物科技有限公司025-85560043 15850508050 · [email protected]

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Compound notes

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On this pageBasic informationOverviewNames & identifiersPropertiesSafety & regulationChemistry & industryRelated reactionsCompound notes
DTXSID20156331
ChEMBL
CHEMBL3215883
UNII
O12I24570R