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540838

Sigma-Aldrich

4-Piperidine butyric acid hydrochloride

97%

Synonym(s):

4-(Piperidin-4-yl)butanoic acid hydrochloride

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About This Item

Empirical Formula (Hill Notation):
C9H18ClNO2
CAS Number:
84512-08-3
Molecular Weight:
207.70
MDL number:
MFCD02684340
UNSPSC Code:
12352100
PubChem Substance ID:
24878498
NACRES:
NA.22

Assay

97%

mp

113-117 °C (lit.)

SMILES string

Cl[H].OC(=O)CCCC1CCNCC1

InChI

1S/C9H17NO2.ClH/c11-9(12)3-1-2-8-4-6-10-7-5-8;/h8,10H,1-7H2,(H,11,12);1H

InChI key

UTPNREIRALGKPW-UHFFFAOYSA-N

Related Categories

General description

4-Piperidine butyric acid hydrochloride participates in the synthesis of FK866 [(E)-N-[4-(1-benzoylpiperidin-4-yl)butyl]-3-(pyridin-3-yl)acrylamide], an inhibitor of NAD biosynthesis.

Application

Reactant for:
Modification of 3-amidinophenylalanine-derived matriptase inhibitors
Reactions between Weinreb amides and 2-magnesiated oxazoles

Reactant for synthesis of:
NAmPRTase inhibitors
FK866 analogs for NAD salvage inhibition

Pictograms

Exclamation mark
GHS07

Signal Word

Warning

Hazard Statements

H302,H315,H319,H335

Hazard Classifications

Acute Tox. 4 Oral - Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

Target Organs

Respiratory system

Storage Class Code

11 - Combustible Solids

WGK

WGK 2

Flash Point(F)

210.2 °F - closed cup

Flash Point(C)

99 °C - closed cup

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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Characterization of NAD uptake in mammalian cells.
Billington RA, et al.
The Journal of Biological Chemistry, 283(10), 6367-6374 (2008)
Ubaldina Galli et al.
ChemMedChem, 3(5), 771-779 (2008-02-06)
One of the great challenges of medicinal chemistry is to create novel, effective, chemotherapeutic agents that show specificity for cancer cells combined with low systemic toxicity. A novel idea is to target the enzymes of the NAD biosynthesis and recycling
Hyun You et al.
European journal of medicinal chemistry, 46(4), 1153-1164 (2011-02-19)
NAmPRTase (PBEF/Visfatin) plays a pivotal role in the salvage pathway of NAD(+) biosynthesis. NAmPRTase has been an attractive target for anti-cancer agents that induce apoptosis of tumor cells via a declining plasma NAD(+) level. In this report, a series of

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