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Terameprocol

Catalog No. T3455 Name Sigma Aldrich
CAS Number 24150-24-1 Website http://www.sigmaaldrich.com
M. F. C22H30O4 Telephone 1-800-521-8956
M. W. 358.4712 Fax
Purity ≥98% (HPLC) Email
Storage Chembase ID: 153218

SYNONYMS

IUPAC name
4-[(2R,3S)-3-[(3,4-dimethoxyphenyl)methyl]-2-methylbutyl]-1,2-dimethoxybenzene
IUPAC Traditional name
4-[(2R,3S)-3-[(3,4-dimethoxyphenyl)methyl]-2-methylbutyl]-1,2-dimethoxybenzene
Synonyms
tetramethyl NDGA
tetra-O-methyl-NDGA
Tetra-O-methyl nordihydroguaiaretic acid
2,3-Dimethyl-1,4-bis-(3,4-dimethoxyphenyl)butane
EM-1421
M4N
TMNDGA
rel-4-[(2R,3S)-4-(3,4-Dimethoxyphenyl)-2,3-dimethylbutyl]-1,2-dimethoxybenzene
tetramethyl Nordihydroguaiaretic Acid

DATABASE IDS

MDL Number MFCD11113155
CAS Number 24150-24-1

PROPERTIES

Empirical Formula (Hill Notation) C22H30O4
Purity ≥98% (HPLC)
Apperance white to off-white powder
Solubility DMSO: ≥10 mg/mL
GHS Pictograms GHS09
GHS Signal Word Warning
GHS Hazard statements H410
European Hazard Symbols Nature polluting Nature polluting (N)
MSDS Link Download
GHS Precautionary statements P273-P501
RID/ADR UN 3077 9/PG 3
Risk Statements 50/53
Safety Statements 60-61
Storage Temperature -20°C
Hazard Class 9
UN Number 3077
Packing Group 3
German water hazard class 3

DETAILS

Description (English)
Biochem/physiol Actions
Terameprocol is a synthetic derivative of NDGA, a non-selective lipoxygenase inhibitor. It inhibits Sp1 transcription factor binding at the HIV long terminal repeat promoter and at the α-ICP4 promoter, a gene essential for HSV replication, with IC50 values of 11 and 43.5 μM respectively. TMNDGA induces growth arrest and apoptosis by suppressing Sp1-dependent Cdc2 and survivin gene expression giving rise to its antitumorigenic activity. The in vivo growth of xenografts in numerous human tumor types was suppressed upon treatment with TMNDGA It also inhibits the growth of murine and human melanomas and human colon cancer in vivo without causing other tissue toxicity.
Description (简体中文)
Biochem/physiol Actions
Terameprocol is a synthetic derivative of NDGA, a non-selective lipoxygenase inhibitor. It inhibits Sp1 transcription factor binding at the HIV long terminal repeat promoter and at the α-ICP4 promoter, a gene essential for HSV replication, with IC50 values of 11 and 43.5 μM respectively. TMNDGA induces growth arrest and apoptosis by suppressing Sp1-dependent Cdc2 and survivin gene expression giving rise to its antitumorigenic activity. The in vivo growth of xenografts in numerous human tumor types was suppressed upon treatment with TMNDGA It also inhibits the growth of murine and human melanomas and human colon cancer in vivo without causing other tissue toxicity.

REFERENCES