|
Back to products
Browse products
Approved anticancer agents
Anticancer agents in trials
Anticancer agents
in preclinical trials
Anticancer molecular libraries
Other drug agents
Drug intermediates
Bio-reagents and biochemicals
|
MedKoo product information:
NM-3(isocoumarin)
|
MedKoo Code#: 202000
|
|
Name: NM-3 (isocoumarin)
|
|
CAS#: 181427-78-1
Synonym:
CA Index Name: 1H-2-Benzopyran-3-acetic acid,
8-hydroxy-6-methoxy-.alpha.-methyl-1-oxo-. Other Names:
2-(8-Hydroxy-6-methoxy-1-oxo-1H-isochromen-3-yl)propionic acid;
NM 3; NM 3 (isocoumarin)
IUPAC/Chemical name:
2-(8-hydroxy-6-methoxy-1-oxo-1H-isochromen-3-yl)propanoic acid
|
|
Chemical structure |
Theoretical analysis
|
|

|
Chemical Formula: C13H12O6
Exact Mass: 264.06339
Molecular Weight: 264.23
m/z: 264.06339 (100.0%), 265.06674 (14.1%),
266.06763 (1.2%)
Elemental Analysis: C, 59.09; H, 4.58; O,
36.33
|
|
Availability and price:
This agent is not in stock, which may be available through custom synthesis. To inquire quotation and lead time or to ask questions, please send email to
sales@medkoo.com to describe your needs. A representative
will respond your email shortly. We offer big discount for orders of bulk quantities.
|
|
Quality control
data:
Product will be shipped with
supporting analytical data.
|
|
Information about this agent
|
NM-3 is an
orally bioavailable antiangiogenic isocoumarin with potential
antineoplastic activity. NM-3 inhibits vascular endothelial growth
factor (VEGF), a pro-angiogenic growth factor, thereby inhibiting
endothelial cell proliferation. This agent also induces apoptosis by a
mechanism involving reactive oxygen species. Check for
active clinical trials or
closed clinical trials using this agent. (NCI
Thesaurus)
Current developer:
1. Burgis, Robin; Capparelli, Michael Paul; Dipietro,
Lucian; Gamber, Gabriel G.; Jewell, Charles Francis, Jr.; Meredith,
Erik; Miranda, Karl; Monovich, Lauren G.; Rao, Chang; Soldermann,
Nicolas; Yoon, Taeyoung; Zhu, Qingming. 2,4'-Bipyridinyl derivatives as
protein kinase D inhibitors and their preparation, pharmaceutical
compositions and use in the treatment of heart failure and cancer. PCT
Int. Appl. (2009), 200pp. CODEN: PIXXD2 WO 2009150230 A1 20091217 CAN
152:75071 AN 2009:1570525
2. Nuno Sereno de Almeida Moreira, Joao; Lucia Dantas Nunes Caldeira de
Moura, Vera; Paulo de Magalhaes Simoes, Sergio; da Conceicao Monteiro
Pedroso de Lima, Maria. Targeted delivery through ligand to human
diseases and disorders such as tumors. U.S. Pat. Appl. Publ. (2009),
21pp.; Chemical Indexing Equivalent to 151:558911 (WO). CODEN: USXXCO US
2009291049 A1 20091126 CAN 151:558912 AN 2009:1471177
3. Sereno de Almeida Moreira, Joao Nuno; Dantas Nunes Caldeira de Moura,
Vera Lucia; De Magalhaes Simoes, Sergio Paulo; Monteiro Pedroso de Lima,
Maria da Conceicao. Targeted delivery through ligand to human diseases
and disorders such as tumors. PCT Int. Appl. (2009), 55 pp., Chemical
Indexing Equivalent to 151:558912 (US). CODEN: PIXXD2 WO 2009142525 A2
20091126 CAN 151:558911 AN 2009:1471176
4. Zhang, Jinsong. Filter element containing germanium nanoparticles,
silver nanoparticles, active carbon and tourmaline nanoparticles for
drinking water purification. Faming Zhuanli Shenqing Gongkai Shuomingshu
(2009), 11pp. CODEN: CNXXEV CN 101411959 A 20090422 CAN 150:517468 AN
2009:503224
5. Dahlstedt, Emma; Collins, Hazel A.; Balaz, Milan; Kuimova, Marina K.;
Khurana, Mamta; Wilson, Brian C.; Phillips, David; Anderson, Harry L.
One- and two-photon activated phototoxicity of conjugated porphyrin
dimers with high two-photon absorption cross sections. Organic &
Biomolecular Chemistry (2009), 7(5), 897-904. CODEN: OBCRAK
ISSN:1477-0520. CAN 150:440864 AN 2009:195882
6. Lin, Qiaoping; Wang, Qingsong; Xu, Xiangyang; Liu, Chunhui; Jiang,
Zheng; Yin, Xiaojin. Method for preparing docetaxel long-circulating
liposome and freeze-dried powder injection. Faming Zhuanli Shenqing
Gongkai Shuomingshu (2008), 14pp. CODEN: CNXXEV CN 101322689 A 20081217
CAN 150:83799 AN 2008:1519246
7. Song, Mingquan; Zhu, Jinshui; Zhu, Li; Zhang, Qiang; Li, Qin; Guo,
Hua; Zhang, Weiping. Effects of NM-3-containing serum on endothelial
growth factor and its receptors KDR and Flt-1 in human gastric cancer
SGC-7901 cell line. Shijie Huaren Xiaohua Zazhi (2007), 15(25),
2704-2708. CODEN: SHXZF2 ISSN:1009-3079. CAN 153:28207 AN 2008:1407504
8. Hevia, David; Sainz, Rosa M.; Blanco, Domingo; Quiros, Isabel; Tan,
Dun-Xian; Rodriguez, Carmen; Mayo, Juan C. Melatonin uptake in prostate
cancer cells: intracellular transport versus simple passive diffusion.
Journal of Pineal Research (2008), 45(3), 247-257. CODEN: JPRSE9
ISSN:0742-3098. CAN 149:418036 AN 2008:1237891
9. Natarajan, A.; Gruettner, C.; Ivkov, R.; DeNardo, G. L.; Mirick, G.;
Yuan, A.; Foreman, A.; DeNardo, S. J. NanoFerrite Particle Based
Radioimmunonanoparticles: Binding Affinity and In Vivo Pharmacokinetics.
Bioconjugate Chemistry (2008), 19(6), 1211-1218. CODEN: BCCHES
ISSN:1043-1802. CAN 149:17369 AN 2008:659325
10. Zhu, Zu-ming; Zhu, Jin-shui; Shen, Bo. Study on NM-3 combined
carboplatin inhibiting the growth of gastric cancer cells in vivo.
Linchuang Zhongliuxue Zazhi (2007), 12(12), 888-892. CODEN: LZZIA5
ISSN:1009-0460. CAN 149:323168 AN 2008:186675
11. Yao, Jing; Zhou, Jianping; Ping, Qineng. Characteristics of
nobiletin-loaded nanoemulsion and its in vivo distribution in mice.
Yaoxue Xuebao (2007), 42(6), 663-668. CODEN: YHHPAL ISSN:0513-4870. CAN
148:433649 AN 2008:69560
12. Ma, Ji-feng; Zhu, Zu-ming; Zhu, Jin-shui; Wu, Xia. Study of
angiogenesis inhibitor NM-3 on the growth of human gastric cancer.
Wannan Yixueyuan Xuebao (2006), 25(4), 265-267. CODEN: WYXUED
ISSN:1002-0217. CAN 148:369380 AN 2007:1375272
13. Nam, Yeong Gyun; Nam, Gi Tae. Method for manufacturing high quality
salted fish using natural substance. Repub. Korean Kongkae Taeho Kongbo
(2007), CODEN: KRXXA7 KR 2007078406 A 20070731 AN 2007:1184535
14. Hu, Fuqiang; Du, Yongzhong; Yuan, Hong; You, Jian. Nanosized
liposomes containing antitumor drug taxol. Faming Zhuanli Shenqing
Gongkai Shuomingshu (2007), 12pp. CODEN: CNXXEV CN 101011358 A 20070808
CAN 147:308111 AN 2007:897585
15. Pittet, Olivier; Petermann, David; Michod, David; Krueger, Thorsten;
Cheng, Cai; Ris, Hans-Beat; Widmann, Christian. Effect of the
TAT-RasGAP317-326 peptide on apoptosis of human malignant mesothelioma
cells and fibroblasts exposed to meso-tetra-hydroxyphenyl-chlorin and
light. Journal of Photochemistry and Photobiology, B: Biology (2007),
88(1), 29-35. CODEN: JPPBEG ISSN:1011-1344. CAN 148:185893 AN
2007:802528
16. Song, Ming-Quan; Zhu, Jin-Shui; Chen, Jin-Lian; Wang, Long; Wei, Da;
Zhu, Li; Zhang, Wei-Ping. Synergistic effect of oxymatrine and
angiogenesis inhibitor NM-3 on modulating apoptosis in human gastric
cancer cells. World Journal of Gastroenterology (2007), 13(12),
1788-1793. CODEN: WJGAF2 ISSN:1007-9327. CAN 147:109347 AN 2007:609698
17. Neamati, Nouri; Dayam, Raveendra. Integrin-binding small molecules.
PCT Int. Appl. (2007), 112pp. CODEN: PIXXD2 WO 2007059195 A1 20070524
CAN 147:2055 AN 2007:563324
18. Chen, Jin-Lian; Zhu, Jin-Shui; Hong, Jing; Chen, Ming-Xiang; Lu,
Jin-Lai; Chen, Wei-Xiong; Shen, Bo; Zhu, Zu-Ming; Chen, Ni-Wei. Effect
of 2-(8-hydroxy-6-methoxy-1-oxo-1H-2-benzopyran-3-yl) propionic acid in
combination with carboplatin on gastric carcinoma growth in vivo. World
Journal of Gastroenterology (2007), 13(4), 509-514. CODEN: WJGAF2
ISSN:1007-9327. CAN 146:350815 AN 2007:271775
19. Kawano, Takeshi; Agata, Naoki; Kharbanda, Surender; Avigan, David;
Kufe, Donald. A novel isocoumarin derivative induces mitotic phase
arrest and apoptosis of human multiple myeloma cells. Cancer
Chemotherapy and Pharmacology (2007), 59(3), 329-335. CODEN: CCPHDZ
ISSN:0344-5704. CAN 146:394495 AN 2006:1347317
20. Alagbala, Adebusola A.; McRiner, Andrew J.; Borstnik, Kristina;
Labonte, Tanzina; Chang, Wonsuk; D'Angelo, John G.; Posner, Gary H.;
Foster, Barbara A. Biological Mechanisms of Action of Novel C-10 Non-Acetal
Trioxane Dimers in Prostate Cancer Cell Lines. Journal of Medicinal
Chemistry (2006), 49(26), 7836-7842. CODEN: JMCMAR ISSN:0022-2623. CAN
146:155559 AN 2006:1246933
21. Zhu, Jinshui; Wang, Long; Zhu, Li; Zhu, Zuming; Li, Qin; Sun, Qun;
Chen, Guoqiang. Molecular mechanisms of inhibitive effects of NM-3 and
oxymatrine on multi-drug-resistant SGC-7901 cells in nude mice with
xenografted human gastric cancer. Wujing Yixue (2005), 16(5), 326-329.
CODEN: WYUIAQ ISSN:1004-3594. CAN 146:513849 AN 2006:643569
22. Ben-Sasson, Shmuel A. Method and composition using agents increasing
intracellular accumulation of NADH + H+ for enhancing anti-angiogenic
therapy. PCT Int. Appl. (2006), 32 pp. CODEN: PIXXD2 WO 2006056889 A2
20060601 CAN 145:1037 AN 2006:515900
23. Folkman, Judah; Klement, Giannoula. Platelet biomarkers for the
detection of disease. PCT Int. Appl. (2005), 124 pp. CODEN: PIXXD2 WO
2005103281 A2 20051103 CAN 143:435304 AN 2005:1170719
24. Agata, Naoki; Nogi, Hiroko; Bamberg, Michael; Milhollen, Michael; Pu,
Minying; Weitman, Steven; Kharbanda, Surender; Kufe, Donald. The
angiogenesis inhibitor NM-3 is active against human NSCLC xenografts
alone and in combination with docetaxel. Cancer Chemotherapy and
Pharmacology (2005), 56(6), 610-614. CODEN: CCPHDZ ISSN:0344-5704. CAN
144:163637 AN 2005:1069981
25. Mueller, Jorn Roland. Combination composition comprising an
antagonist of tissue factor (TF) and an anticancer compound for treating
disorders related to TF dysfunction. PCT Int. Appl. (2005), 58 pp.
CODEN: PIXXD2 WO 2005079766 A2 20050901 CAN 143:272421 AN 2005:962021
26. Moller, Niels Peter Hundahl; Skak, Kresten; Mueller, Jorn Roland.
Combination therapy for cancer and viral infections. PCT Int. Appl.
(2005), 60 pp. CODEN: PIXXD2 WO 2005037306 A1 20050428 CAN 142:423814 AN
2005:371085
27. Agata, Naoki; Nogi, Hiroko; Milhollen, Michael; Kharbanda, Surender;
Kufe, Donald. 2-(8-Hydroxy-6-methoxy-1-oxo-1H-2-benzopyran-3-yl)propionic
acid, a small molecule isocoumarin, potentiates dexamethasone-induced
apoptosis of human multiple myeloma cells. Cancer Research (2004),
64(23), 8512-8516. CODEN: CNREA8 ISSN:0008-5472. CAN 142:16456 AN
2004:1040121
28. Zhu, Jin-Shui; Shen, Bo; Chen, Jin-Lian; Chen, Guo-Qiang; Yu, Xiao-Hu;
Yu, Hua-Fang; Zhu, Zu-Ming. Molecule action mechanisms of NM-3 on human
gastric cancer SGC-7901 cells in vivo or in vitro. World Journal of
Gastroenterology (2003), 9(10), 2366-2369. CODEN: WJGAF2 ISSN:1007-9327.
CAN 140:280925 AN 2003:947082
29. Jiang, Yi-Min; Zhang, Shu-Hua; Xu, Qing; Xiao, Yu. Synthesis,
crystal structure and bioactivity of a binuclear copper(II) complex.
Huaxue Xuebao (2003), 61(4), 573-577. CODEN: HHHPA4 ISSN:0567-7351. CAN
139:190049 AN 2003:380136
30. Bauta, William E.; Cantrell, William R., Jr.; Lovett, Dennis P.
Processes for preparing isocoumarins and their homophthalate ester
precursors, and use in the preparation of an intermediate for the
angiogenesis inhibitor NM-3. PCT Int. Appl. (2003), 47 pp. CODEN: PIXXD2
WO 2003004486 A2 20030116 CAN 138:106599 AN 2003:42263
31. Agata, Naoki; Kharbanda, Surender. Tumor chemopotentiation using
isocoumarin derivatives. U.S. Pat. Appl. Publ. (2002), 30 pp.,
Cont.-in-part of U. S. Ser. No. 794,417. CODEN: USXXCO US 2002165210 A1
20021107 CAN 137:333136 AN 2002:850322
32. Yin, Li; Ohno, Tsuneya; Weichselbaum, Ralph; Kharbanda, Surender;
Kufe, Donald. The novel isocoumarin
2-(8-hydroxy-6-methoxy-1-oxo-1H-2-benzopyran-3-yl) propionic acid (NM-3)
induces lethality of human carcinoma cells by generation of reactive
oxygen species. Molecular Cancer Therapeutics (2001), 1(1), 43-48.
CODEN: MCTOCF ISSN:1535-7163. CAN 138:130702 AN 2002:550589
33. Wang, Jun; Fan, Da-Min; Zhang, Xiang-Dong; Ma, Rui. Synthesis and
structural determination of nine-coordinate (NH4)3[YIII(ttha)] 5H2O.
Huaxue Xuebao (2002), 60(3), 536-540. CODEN: HHHPA4 ISSN:0567-7351. CAN
137:14818 AN 2002:243160
34. Kufe, Donald W.; Ohno, Tsuneya. MUC1 extracellular domain and cancer
treatment compositions and methods derived therefrom. PCT Int. Appl.
(2002), 74 pp. CODEN: PIXXD2 WO 2002022685 A2 20020321 CAN 136:261806 AN
2002:220659
35. Junker, Bernd; Yuan, Haiqing; Taylor, Richard E.; Helquist, Paul.
Isocoumarin derivatives as potential inhibitors of angiogenesis.
Abstracts of Papers, 223rd ACS National Meeting, Orlando, FL, United
States, April 7-11, 2002 (2002), MEDI-182. CODEN: 69CKQP AN 2002:190301
36. Reimer, Corinne L.; Agata, Naoki; Tammam, Jennifer G.; Bamberg,
Michael; Dickerson, William M.; Kamphaus, George D.; Rook, Susan L.;
Milhollen, Michael; Fram, Robert; Kalluri, Raghu; Kufe, Donald;
Kharbanda, Surender. Antineoplastic effects of chemotherapeutic agents
are potentiated by NM-3, an inhibitor of angiogenesis. Cancer Research
(2002), 62(3), 789-795. CODEN: CNREA8 ISSN:0008-5472. CAN 137:319 AN
2002:126890
37. Reimer, Corinne L.; Agata, Naoki; Takeuchi, Tomio; Kumagai,
Hiroyuki; Yoshioka, Takeo; Ishizuka, Masaaki; Kufe, Donald W.;
Weichselbaum, Ralph R. Tumor radiosensitization and/or chemopotentiation
using isocoumarin derivatives. U.S. Pat. Appl. Publ. (2002), 22 pp.
CODEN: USXXCO US 2002019366 A1 20020214 CAN 136:161349 AN 2002:123594
38. Skladanowski, Andrzej; Koba, Marcin; Konopa, Jerzy. Does the
antitumor cyclopropylpyrroloindole antibiotic CC-1065 cross-link DNA in
tumor cells? Biochemical Pharmacology (2000), Volume Date 2001, 61(1),
67-72. CODEN: BCPCA6 ISSN:0006-2952. CAN 134:216950 AN 2001:76974
39. Salloum, Rabih M.; Jaskowiak, Nora T.; Mauceri, Helena J.; Seetharam,
Saraswathy; Beckett, Michael A.; Koons, Ann M.; Hari, Danielle M.;
Gupta, Vinay K.; Reimer, Corinne; Kalluri, Raghu; Posner, Mitchell C.;
Hellman, Samuel; Kufe, Donald W.; Weichselbaum, Ralph R. NM-3, an
isocoumarin, increases the antitumor effects of radiotherapy without
toxicity. Cancer Research (2000), 60(24), 6958-6963. CODEN: CNREA8
ISSN:0008-5472. CAN 134:218977 AN 2001:34707
40. Nakashima, Takashi; Hirano, Shin-Ichi; Agata, Naoki; Kumagai,
Hiroyuki; Isshiki, Kunio; Yoshioka, Takeo; Ishizuka, Masaaki; Maeda,
Kenji; Takeuchi, Tomio. Inhibition of angiogenesis by a new isocoumarin,
NM-3. Journal of Antibiotics (1999), 52(4), 426-428. CODEN: JANTAJ
ISSN:0021-8820. CAN 131:82664 AN 1999:283747
41. Chakrabarti, Pradip; Orihuela, Eduardo; Egger, Norman; Neal, Durwood
E., Jr.; Gangula, Rama; Adesokun, Adekunle; Motamedi, Massoud. Delta-aminolevulinic
acid-mediated photosensitization of prostate cell lines: implication for
photodynamic therapy of prostate cancer. Prostate (New York) (1998),
36(4), 211-218. CODEN: PRSTDS ISSN:0270-4137. CAN 129:341305 AN
1998:589053
42. Alpegiani, Marco; Palladino, Massimiliano; Corigli, Riccardo; Jabes,
Daniela; Perrone, Ettore; Abrate, Francesca; Bissolino, Pierluigi;
Lombroso, Marina. Preparation of water-soluble hydroxysuccinate
derivatives as matrix metalloproteinase inhibitors. PCT Int. Appl.
(1998), 132 pp. CODEN: PIXXD2 WO 9833788 A1 19980806 CAN 129:175968 AN
1998:543063
43. Ashour, Osama M.; Naguib, Fardos N. M.; Khalifa, Mohamed M. A.;
Abdel-Raheem, Mahmoud H.; Panzica, Raymond P.; el Kouni, Mahmoud H.
Enhancement of 5-fluoro-2'-deoxyuridine antitumor efficacy by the
uridine phosphorylase inhibitor 5-(benzyloxybenzyl)barbituric acid
acyclonucleoside. Cancer Research (1995), 55(5), 1092-8. CODEN: CNREA8
ISSN:0008-5472. CAN 122:230279 AN 1995:405180
44. Nyoung, Marcelle Ngo; Trentesaux, Chantal; Aries, Anne; Carpentier,
Yves; Jardillier, Jean-Claude; Gorisse, Marie-Claude; Jeannesson,
Pierre. Effect of aclacinomycin-doxorubicin association on
differentiation and growth of human erythroleukemic K562 cells.
Anticancer Research (1994), 14(3A), 1203-8. CODEN: ANTRD4
ISSN:0250-7005. CAN 121:292159 AN 1994:692159
45. Bill, Colin A.; Mendoza, Elizabeth A.; Vrdoljak, Eduard; Tofilon,
Philip J. Enhancement of tumor cell killing in vitro by pre- and
post-irradiation exposure to aclacinomycin A. Radiotherapy and Oncology
(1993), 28(1), 63-8. CODEN: RAONDT ISSN:0167-8140. CAN 120:157677 AN
1994:157677
46. Bruchelt, Gernot; Girgert, Rainer; Buck, Jochen; Wolburg, Hartwig;
Niethammer, Dietrich; Treuner, Joern. Cytotoxic effects on m-[131I]- and
m-[125I]iodobenzylguanidine on the human neuroblastoma cell lines
SK-N-SH and SK-N-LO. Cancer Research (1988), 48(11), 2993-7.
47. Wassermann, Karsten; Zwelling, Leonard A.; Mullins, Ted D.;
Silberman, Lynn E.; Andersson, Borje S.; Bakic, Milorad; Acton, Edward
M.; Newman, Robert A. Effects of
3'-deamino-3'-(3-cyano-4-morpholinyl)doxorubicin and doxorubicin on the
survival, DNA integrity, and nucleolar morphology of human leukemia
cells in vitro. Cancer Research (1986), 46(8), 4041-6.
48. Dahlstedt Emma; Collins Hazel A; Balaz Milan; Kuimova Marina K;
Khurana Mamta; Wilson Brian C; Phillips David; Anderson Harry L One- and
two-photon activated phototoxicity of conjugated porphyrin dimers with
high two-photon absorption cross sections. Organic & biomolecular
chemistry (2009), 7(5), 897-904.
49. Lang-Bicudo Leticia; Eduardo Fernanda De Paula; Eduardo Carlos De
Paula; Zezell Denise Maria LED phototherapy to prevent mucositis: a case
report. Photomedicine and laser surgery (2008), 26(6), 609-13.
50. Hevia David; Sainz Rosa M; Blanco Domingo; Quiros Isabel; Tan
Dun-Xian; Rodriguez Carmen; Mayo Juan C Melatonin uptake in prostate
cancer cells: intracellular transport versus simple passive diffusion.
Journal of pineal research (2008), 45(3), 247-57.
|
Contact MedKoo:
Email:
sales@medkoo.com
(Keyword; CAS#; MedKoo code#)
|