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EM-1421

CAS No.:
24150-24-1
Catalog Number:
AG00BEAV
Molecular Formula:
C22H30O4
Molecular Weight:
358.4712
Pack Size
Purity
Availability
Location
Price(USD)
Quantity
  
50mg
≥95%
1 week
United States
$72
- +
100mg
≥95%
1 week
United States
$86
- +
500mg
≥95%
1 week
United States
$179
- +
1g
≥95%
1 week
United States
$271
- +
Product Description
Catalog Number:
AG00BEAV
Chemical Name:
EM-1421
CAS Number:
24150-24-1
Molecular Formula:
C22H30O4
Molecular Weight:
358.4712
MDL Number:
MFCD11113155
IUPAC Name:
4-[(2S,3R)-4-(3,4-dimethoxyphenyl)-2,3-dimethylbutyl]-1,2-dimethoxybenzene
InChI:
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+
InChI Key:
ORQFDHFZSMXRLM-IYBDPMFKSA-N
SMILES:
COc1cc(ccc1OC)CC(C(Cc1ccc(c(c1)OC)OC)C)C
UNII:
53YET703F2
Properties
Complexity:
352  
Compound Is Canonicalized:
Yes
Covalently-Bonded Unit Count:
1  
Defined Atom Stereocenter Count:
2  
Defined Bond Stereocenter Count:
0
Exact Mass:
358.214g/mol
Formal Charge:
0
Heavy Atom Count:
26  
Hydrogen Bond Acceptor Count:
4  
Hydrogen Bond Donor Count:
0
Isotope Atom Count:
0
Molecular Weight:
358.478g/mol
Monoisotopic Mass:
358.214g/mol
Rotatable Bond Count:
9  
Topological Polar Surface Area:
36.9A^2
Undefined Atom Stereocenter Count:
0
Undefined Bond Stereocenter Count:
0
XLogP3:
5.6  
Literature
Title Journal
Restraining the flexibility of the central linker in terameprocol results in constrained analogs with improved growth inhibitory activity. Bioorganic & medicinal chemistry letters 20131115
Phase I study of terameprocol in patients with recurrent high-grade glioma. Neuro-oncology 20120401
Significant biological role of sp1 transactivation in multiple myeloma. Clinical cancer research : an official journal of the American Association for Cancer Research 20111015
Activated oncogenic pathways and therapeutic targets in extranodal nasal-type NK/T cell lymphoma revealed by gene expression profiling. The Journal of pathology 20110301
Terameprocol (tetra-O-methyl nordihydroguaiaretic acid), an inhibitor of Sp1-mediated survivin transcription, induces radiosensitization in non-small cell lung carcinoma. Journal of thoracic oncology : official publication of the International Association for the Study of Lung Cancer 20110101
Glycosylated nordihydroguaiaretic acids as anti-cancer agents. Bioorganic & medicinal chemistry letters 20110101
Inhibition of poxvirus growth by Terameprocol, a methylated derivative of nordihydroguaiaretic acid. Antiviral research 20101201
Synthesis, characterization, and anti-melanoma activity of tetra-O-substituted analogs of nordihydroguaiaretic acid. Bioorganic & medicinal chemistry letters 20090815
Lignans with anti-HIV activity from Schisandra propinqua var. sinensis. Journal of natural products 20090601
Phase I clinical trial of repeat dose terameprocol vaginal ointment in healthy female volunteers. Sexually transmitted diseases 20080601
New nordihydroguaiaretic acid derivatives as anti-HIV agents. Bioorganic & medicinal chemistry letters 20080315
Terameprocol, a novel site-specific transcription inhibitor with anticancer activity. IDrugs : the investigational drugs journal 20080301
Phase I/II clinical safety studies of terameprocol vaginal ointment. Gynecologic oncology 20071201
The anticancer activity of the transcription inhibitor terameprocol (meso-tetra-O-methyl nordihydroguaiaretic acid) formulated for systemic administration. Anti-cancer drugs 20070901
Survivin-dependent and -independent pathways and the induction of cancer cell death by tetra-O-methyl nordihydroguaiaretic acid. Seminars in oncology 20060801
Systemic treatment with tetra-O-methyl nordihydroguaiaretic acid suppresses the growth of human xenograft tumors. Clinical cancer research : an official journal of the American Association for Cancer Research 20050615
CDC2/CDK1 expression in esophageal adenocarcinoma and precursor lesions serves as a diagnostic and cancer progression marker and potential novel drug target. The American journal of surgical pathology 20050301
Structure-activity relationship studies of nordihydroguaiaretic acid inhibitors toward soybean, 12-human, and 15-human lipoxygenase. Journal of medicinal chemistry 20020606
tetra-O-methylnordihydroguaiaretic acid inhibits melanoma in vivo. Cancer letters 20010928
Johns Hopkins embroiled in fresh misconduct allegations. Nature 20010802
Tetra-O-methyl nordihydroguaiaretic acid induces G2 arrest in mammalian cells and exhibits tumoricidal activity in vivo. Cancer research 20010715
Antiviral activities of methylated nordihydroguaiaretic acids. 1. Synthesis, structure identification, and inhibition of tat-regulated HIV transactivation. Journal of medicinal chemistry 19980730
Antiviral activities of methylated nordihydroguaiaretic acids. 2. Targeting herpes simplex virus replication by the mutation insensitive transcription inhibitor tetra-O-methyl-NDGA. Journal of medicinal chemistry 19980730
Properties