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534498

Sigma-Aldrich

4-Piperidinopiperidine

97%

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Synonym(s):
1,4′-Bipiperidine
Empirical Formula (Hill Notation):
C10H20N2
CAS Number:
Molecular Weight:
168.28
EC Number:
MDL number:
PubChem Substance ID:

Quality Level

Assay

97%

mp

64-66 °C (lit.)

storage temp.

−20°C

SMILES string

C1CCN(CC1)C2CCNCC2

InChI

1S/C10H20N2/c1-2-8-12(9-3-1)10-4-6-11-7-5-10/h10-11H,1-9H2

InChI key

QDVBKXJMLILLLB-UHFFFAOYSA-N

Gene Information

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Application

Reactant for synthesis of:
Arylthiadiazole H3 antagonists
Water-soluble N-mustards as anticancer agents
Antitubercular drugs
Vasopressin1b receptor antagonists
MDR modulators
Selective Norepinephrine transporter inhibitors
Medicinal chemistry reagent.

Pictograms

Exclamation mark

Signal Word

Warning

Hazard Statements

Hazard Classifications

Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

Target Organs

Respiratory system

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Regulatory Information

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Richard B Greenwald et al.
The Journal of organic chemistry, 68(12), 4894-4896 (2003-06-07)
The relevance of the Bsmoc protecting group in the synthesis of moisture- and base-sensitive compounds has been demonstrated by the preparation of 2'-paclitaxel glycinate with use of the solid anhydrous base, 4-piperidinopiperidine in DCM solvent.
Janice L Hyatt et al.
Chemico-biological interactions, 157-158, 247-252 (2005-11-01)
CPT-11 (irinotecan, 7-ethyl-10-[4-(1-piperidino)-1-piperidino]carbonyloxycamptothecin) is an anticancer prodrug that has been approved for the treatment of colon cancer. It is a member of the camptothecin class of drugs and activation to the active metabolite SN-38, is mediated by carboxylesterases (CE). SN-38
Hidetsura Cho et al.
Journal of medicinal chemistry, 47(1), 101-109 (2003-12-30)
A variety of novel heterocyclic compounds having thienoazepine, pyrroloazepine, furoazepine, and thienodiazepine skeletons were synthesized, most of which exhibited potent antagonism of [(3)H]-AVP specific binding in assays using rat liver (V1), rat kidney (V2), human platelet plasma membranes, and recombinant
A W McConnaughie et al.
Journal of medicinal chemistry, 37(8), 1063-1069 (1994-04-15)
As as initial step in the design of structure-specific RNA-interactive molecules as potential antiviral agents, we have focused on the synthesis of molecules that exhibit strong and preferential binding to duplex RNA. A series of polycationic ligands have been synthesized
José M Quintela et al.
European journal of medicinal chemistry, 38(3), 265-275 (2003-04-02)
New antiprotozoals active against Philasterides dicentrarchi, the causative agent of scuticociliatosis in farmed turbot and Black Sea bass-bream, have been synthesised and tested. The most active compounds posses a piperazine ring, generally N-bonded to the heterocycle, and are the 1,8-naphthyridines

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