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T3455

Sigma-Aldrich

Terameprocol

≥98% (HPLC)

Sinônimo(s):

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

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10 MG
R$ 701,00
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R$ 701,00

Previsão de entrega em12 de maio de 2025

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10 MG
R$ 701,00
50 MG
R$ 2.756,00

About This Item

Fórmula empírica (Notação de Hill):
C22H30O4
Número CAS:
24150-24-1
Peso molecular:
358.47
Número MDL:
MFCD11113155
Código UNSPSC:
12352200
ID de substância PubChem:
329826768
NACRES:
NA.77

R$ 701,00

Previsão de entrega em12 de maio de 2025

Solicite uma grande encomenda

Nível de qualidade

100

Ensaio

≥98% (HPLC)

Formulário

powder

cor

white to off-white

solubilidade

DMSO: ≥10 mg/mL

temperatura de armazenamento

−20°C

cadeia de caracteres SMILES

COc1ccc(C[C@H](C)[C@H](C)Cc2ccc(OC)c(OC)c2)cc1OC

InChI

1S/C22H30O4/c1-15(11-17-7-9-19(23-3)21(13-17)25-5)16(2)12-18-8-10-20(24-4)22(14-18)26-6/h7-10,13-16H,11-12H2,1-6H3/t15-,16+

chave InChI

ORQFDHFZSMXRLM-IYBDPMFKSA-N

Ações bioquímicas/fisiológicas

Terameprocol is a synthetic derivative of NDGA, a non-selective lipoxygenase inhibitor.
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.
Terameprocol is known to reduce angiogenesis1.

Nota de preparo

Terameprocol is soluble in DMSO at a concentration that is greater than or equal to 10 mg/ml.

Pictogramas

Environment
GHS09

Palavra indicadora

Warning

Frases de perigo

H410

Declarações de precaução

P273 - P391 - P501

Classificações de perigo

Aquatic Acute 1 - Aquatic Chronic 1

Código de classe de armazenamento

11 - Combustible Solids

Classe de risco de água (WGK)

WGK 3

Ponto de fulgor (°F)

Not applicable

Ponto de fulgor (°C)

Not applicable

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Certificados de análise (COA)

Lot/Batch Number
0000414869
0000414869
119K4708V
119K4708

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Piotr Smolewski
IDrugs : the investigational drugs journal, 11(3), 204-214 (2008-03-04)
Terameprocol, a novel, semisynthetic derivative of a naturally occurring plant lignan, is under development by Erimos Pharmaceuticals LLC for the potential treatment of cancer. The antitumor activity of terameprocol is based on the selective inhibition of specificity protein 1 (Sp1)-regulated
Hsueh-Liang Chu et al.
ACS applied materials & interfaces, 5(15), 7509-7516 (2013-07-10)
To develop a drug delivery system (DDS), it is critical to address challenging tasks such as the delivery of hydrophobic and amphiphilic compounds, cell uptake, and the metabolic fate of the drug delivery carrier. Low-density lipoprotein (LDL) has been acknowledged
Kotohiko Kimura et al.
PloS one, 11(2), e0148685-e0148685 (2016-02-18)
The ability of Tetra-O-methyl nordihydroguaiaretic acid (M4N) to induce rapid cell death in combination with Etoposide, Rapamycin, or UCN-01 was examined in LNCaP cells, both in cell culture and animal experiments. Mice treated with M4N drug combinations with either Etoposide
Angel Chao et al.
Journal of molecular medicine (Berlin, Germany), 96(11), 1251-1266 (2018-10-10)
Oncogenic PIK3CA mutations are common in endometrial cancers, and the PI3K/AKT/mTOR pathway is targetable by drugs. We sought to investigate whether the combination of an mTOR inhibitor, everolimus (RAD001), and an AKT inhibitor, terameprocol (M4N), exerts better antiproliferative effects in
Thidarath Rattanaburee et al.
Biomedicine & pharmacotherapy = Biomedecine & pharmacotherapie, 129, 110361-110361 (2020-06-15)
Kusunokinin, a lignan compound, inhibits cancer cell proliferation and induces apoptosis; however, the role of kusunokinin is not fully understood. Here, we aimed to identify a target protein of (-)-kusunokinin and determine the protein levels of its downstream molecules. We
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