Terameprocol
- Product Name
- Terameprocol
- CAS No.
- 24150-24-1
- Chemical Name
- Terameprocol
- Synonyms
- M4N;TMNDGA;EM-1421;Terameprocol;TETRAMEPROCOL;TETRAMETHYL NDGA;tetra-O-methyl-NDGA;TETRAMETHYL NORDIHYDROGUAIARETIC ACID;Tetra-O-methyl nordihydroguaiaretic acid;Meso-tetra-o-methylnordihydroguaiaretic acid
- CBNumber
- CB22456380
- Molecular Formula
- C22H30O4
- Formula Weight
- 358.47
- MOL File
- 24150-24-1.mol
Terameprocol Property
- Melting point:
- 101-102 °C
- Boiling point:
- 458.5±40.0 °C(Predicted)
- Density
- 1.036±0.06 g/cm3(Predicted)
- storage temp.
- -20°C
- solubility
- DMSO: ≥10mg/mL
- form
- powder
- color
- white to off-white
N-Bromosuccinimide Price
- Product number
- T3455
- Product name
- Terameprocol
- Purity
- ≥98% (HPLC)
- Packaging
- 10mg
- Price
- $90
- Updated
- 2024/03/01
- Product number
- T3455
- Product name
- Terameprocol
- Purity
- ≥98% (HPLC)
- Packaging
- 50mg
- Price
- $354
- Updated
- 2024/03/01
- Product number
- 70302
- Product name
- tetramethyl Nordihydroguaiaretic Acid
- Purity
- ≥95%
- Packaging
- 50mg
- Price
- $16
- Updated
- 2024/03/01
- Product number
- 70302
- Product name
- tetramethyl Nordihydroguaiaretic Acid
- Purity
- ≥95%
- Packaging
- 1g
- Price
- $188
- Updated
- 2024/03/01
- Product number
- 70302
- Product name
- tetramethyl Nordihydroguaiaretic Acid
- Purity
- ≥95%
- Packaging
- 100mg
- Price
- $28
- Updated
- 2024/03/01
Terameprocol Chemical Properties,Usage,Production
Uses
Terameprocol is a synthetic derivative of NDGA and non-selective lipoxygenase inhibitor.
Definition
ChEBI: Terameprocol is a lignan.
Biological Activity
tetramethyl nordihydroguaiaretic acid (tmndga) is a synthetic derivative of ndga (nordihydroguaiaretic acid), a non-selective lipoxygenase inhibitor. tmndga showed the strongest anti-hiv activity.
in vitro
in vero cells, tmndga inhibited sp1 transcription factor binding at the hiv long terminal repeat promoter and at the α-icp4 promoter with ic50 values of 11 and 43.5 μm, respectively. the ic50 of tmndga varied between 11.7 and 4 μm in 10 passages of hsv-1 and 4 passages of hsv-2 [2]. tmndga inhibited sp1-dependent cdc2 gene expression. in m4n-treated transformed c3 cells, tmndga induced growth arrest and apoptosis by suppressing sp1-dependent cdc2 and survivin gene expression giving rise to its antitumorigenic activity [3]. tmndga treatment suppressed expression of the sp1-dependent survivin gene. in transiently and stably survivin-transfected c3 cells, tmndga reduced caspase-3 activation by 50% and 75%, respectively [3]. tmndga inhibited the growth of a number of tumor cell lines by inducing apoptosis in a non-schedule-dependent manner [4]. tmndga inhibited the synthesis of dna by melanoma cells and causes cell cycle arrest in g0/g1 and g2/m phases of the cell cycle [4].
in vivo
tmndga effectively inhibited the growth of human tumors in nude mice [5]. tmndga inhibited the growth of both murine and human melanomas and human colon cancer without apparent hepatic or renal toxicity [4]. in nude (nu/nu) mice bearing xenografts of human tumor types (hep 3b, lncap, ht-29, mcf7, and k-562), treatment with tmndga (i.v. or i.p.) down-regulated cdc2 and survivin genes expression [5].
References
[1] hwu j r, tseng w n, gnabre j, et al. antiviral activities of methylated nordihydroguaiaretic acids. 1. synthesis, structure identification, and inhibition of tat-regulated hiv transactivation[j]. journal of medicinal chemistry, 1998, 41(16): 2994-3000.
[2] chen h, teng l, li j n, et al. antiviral activities of methylated nordihydroguaiaretic acids. 2. targeting herpes simplex virus replication by the mutation insensitive transcription inhibitor tetra-o-methyl-ndga[j]. journal of medicinal chemistry, 1998, 41(16): 3001-3007.
[3] chang c c, heller j d, kuo j, et al. tetra-o-methyl nordihydroguaiaretic acid induces growth arrest and cellular apoptosis by inhibiting cdc2 and survivin expression[j]. proceedings of the national academy of sciences of the united states of america, 2004, 101(36): 13239-13244.
[4] lambert j d, meyers r o, timmermann b n, et al. tetra-o-methylnordihydroguaiaretic acid inhibits melanoma in vivo[j]. cancer letters, 2001, 171(1): 47-56.
[5] park r, chang c c, liang y c, et al. systemic treatment with tetra-o-methyl nordihydroguaiaretic acid suppresses the growth of human xenograft tumors[j]. clinical cancer research, 2005, 11(12): 4601-4609.
Terameprocol Preparation Products And Raw materials
Raw materials
Preparation Products
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