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Key Documents

SML3582

Sigma-Aldrich

TAM16

≥98% (HPLC)

Synonym(s):

5-​Hydroxy-​2-​(4-​hydroxyphenyl)​-​N-​methyl-​4-​(1-​piperidinylmethyl)​-3-​benzofurancarboxamid​e

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About This Item

Empirical Formula (Hill Notation):
C22H24N2O4
CAS Number:
Molecular Weight:
380.44
UNSPSC Code:
12352200
NACRES:
NA.21

Quality Level

Assay

≥98% (HPLC)

form

powder

color

white to beige

solubility

DMSO: 2 mg/mL, clear

storage temp.

2-8°C

SMILES string

O=C(C1=C(OC2=CC=C(C(CN3CCCCC3)=C21)O)C4=CC=C(C=C4)O)NC

InChI

1S/C22H24N2O4/c1-23-22(27)20-19-16(13-24-11-3-2-4-12-24)17(26)9-10-18(19)28-21(20)14-5-7-15(25)8-6-14/h5-10,25-26H,2-4,11-13H2,1H3,(H,23,27)

Biochem/physiol Actions

TAM16 is a potent and selective inhibitor of the thioesterase activity of Mycobacterium tuberculosis polyketide synthase Pks13. TAM16 is a highly potent bactericidal agent that exhibits activity against drug-susceptible and drug-resistant clinical isolates of M. tuberculosis. It is effective in both acute and chronic mouse TB models.

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable


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Development of a Novel Lead that Targets M. tuberculosis Polyketide Synthase 13
Cell, 170(2), 249-259 (2017)

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