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MedKoo product information:
Lobaplatin
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MedKoo Code#: 100544
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Name:
Lobaplatin
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CAS#: 135558-11-1,
131374-93-1 ([cis-(1R*,2R*)]-isomer)
Synonym: Lobaplatin,
D-19466
IUPAC/Chemical name:
cis-[(1R*,2R*)-1,2-Cyclobutanebis(methylamino)-N,N'][(2S)-2-hydroxypropanoato(2-)-O1,O2]platinum
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Chemical structure:
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Theoretical analysis
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Chemical Formula: C9H18N2O3Pt
Molecular Weight: 397.33
Elemental Analysis: C, 27.21; H, 4.57; N,
7.05; O, 12.08; Pt, 49.10
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Quality control
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Product will be shipped with
supporting analytical data.
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Information about this agent
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Lobaplatin [D 19466] is a platinum complex with DNA alkylating
activity that was developed by ASTA Medica (Degussa) for the
treatment of cancer. ASTA Medica discontinued development of
lobaplatin, and subsequent development of the compound became the
responsibility of Zentaris AG (AEterna Laboratories), which was
formed in 2001 from the biopharmaceutical, inhalation technology and
gene therapy activities of ASTA Medica. On 30 December 2002,
Zentaris was acquired by AEterna Laboratories. Cisplatin, one of the
original platinum compounds, has had a major impact on the treatment
of solid tumours such as germ cell cancer, ovarian cancer, bladder
cancer and bronchial carcinoma, but its clinical usefulness is
limited by renal, neurological and gastrointestinal toxicity. This
has led to the development of second- and third-generation platinum
analogues, such as lobaplatin, with reduced toxicity and a better
therapeutic index. In January 2003, Zentaris AG and Hainan Tianwang
International Pharmaceutical signed a contract for the manufacture
and marketing of lobaplatin in China. The technology transfer
agreement provides for Zentaris to receive a one-time payment to the
amount of 4.5 million Canadian dollars. In addition, the contract
foresees for Tianwang to manufacture and deliver lobaplatin to
Zentaris or its partners for marketing in all other countries
worldwide. Lobaplatin has been approved in China for the treatment
of chronic myelogenous leukaemia (CML) and inoperable, metastatic
breast and small cell lung cancer. However, it has not yet been
launched there. In June 2003, AEterna reported that it expects
lobaplatin to be launched in China by the end of 2003 at the 10th
Annual Meeting of the Biotechnology Industry Organization
(BIO-2003). Lobaplatin has also completed phase II clinical trials
in the US, Australia, EU, Brazil and South Africa for the treatment
of various cancers, including breast, oesophageal, lung and ovarian
cancers as well as CML. see: Drugs R D.
2003;4(6):369-72.
http://www.ncbi.nlm.nih.gov/pubmed/14584968.
1: Wheate NJ, Walker S, Craig GE, Oun R.
The status of platinum anticancer drugs in the clinic and in clinical
trials. Dalton Trans. 2010 Jun 30. [Epub ahead of print] PubMed PMID:
20593091.
2: Zhang J, Wang L, Xing Z, Liu D, Sun J, Li X, Zhang Y. Status of bi-
and multi-nuclear platinum anticancer drug development. Anticancer
Agents Med Chem. 2010 May 1;10(4):272-82. PubMed PMID: 20184553.
3: Zhou B, Shan H, Zhu KS, Jiang ZB, Guan SH, Meng XC, Zeng XC.
Chemoembolization with lobaplatin mixed with iodized oil for
unresectable recurrent hepatocellular carcinoma after orthotopic liver
transplantation. J Vasc Interv Radiol. 2010 Mar;21(3):333-8. Epub 2010
Feb 8. PubMed PMID: 20116286.
4: Zhang J, Liu D, Li Y, Sun J, Wang L, Zang A. Status of non-classical
mononuclear platinum anticancer drug development. Mini Rev Med Chem.
2009 Oct;9(11):1357-66. Review. PubMed PMID: 19929810.
5: Murch L. EORTC-NCI-AACR - 18th Symposium - Molecular Targets and
Cancer Therapeutics. New approaches in treating cancer. IDrugs. 2007
Jan;10(1):8-10. PubMed PMID: 17187304.
6: Perabo FG, Müller SC. New agents for treatment of advanced
transitional cell carcinoma. Ann Oncol. 2007 May;18(5):835-43. Epub 2006
Oct 3. Review. PubMed PMID: 17018703.
7: Galanski M, Jakupec MA, Keppler BK. Update of the preclinical
situation of anticancer platinum complexes: novel design strategies and
innovative analytical approaches. Curr Med Chem. 2005;12(18):2075-94.
Review. PubMed PMID: 16101495.
8: Droz JP, Culine S. New prospects for the treatment of germ-cell
tumours. Expert Opin Investig Drugs. 1998 Jul;7(7):1139-57. PubMed PMID:
15992021.
9: Lobaplatin: D 19466. Drugs R D. 2003;4(6):369-72. Review. PubMed
PMID: 14584968.
10: Kirpensteijn J, Teske E, Kik M, Klenner T, Rutteman GR. Lobaplatin
as an adjuvant chemotherapy to surgery in canine appendicular
osteosarcoma: a phase II evaluation. Anticancer Res. 2002
Sep-Oct;22(5):2765-70. PubMed PMID: 12529994.
11: McKeage MJ. Lobaplatin: a new antitumour platinum drug. Expert Opin
Investig Drugs. 2001 Jan;10(1):119-28. Review. PubMed PMID: 11116285.
12: Welink J, Boven E, Vermorken JB, Gall HE, van der Vijgh WJ.
Pharmacokinetics and pharmacodynamics of lobaplatin (D-19466) in
patients with advanced solid tumors, including patients with impaired
renal of liver function. Clin Cancer Res. 1999 Sep;5(9):2349-58. PubMed
PMID: 10499604.
13: Sternberg CN, de Mulder P, Fossa S, Kaye S, Roberts T, Pawinsky A,
Daamen S. Lobaplatin in advanced urothelial tract tumors. The
Genitourinary Group of the European Organization for Research and
Treatment of Cancer (EORTC). Ann Oncol. 1997 Jul;8(7):695-6. PubMed
PMID: 9296225.
14: Harstrick A, Vanhoefer U, Heidemann A, Druyen H, Wilke H, Seeber S.
Drug interactions of 5-fluorouracil with either cisplatin or lobaplatin--a
new, clinically active platinum analog in established human cancer cell
lines. Anticancer Drugs. 1997 Apr;8(4):391-5. PubMed PMID: 9180394.
15: Rietbroek RC, van de Vaart PJ, Haveman J, Blommaert FA, Geerdink A,
Bakker PJ, Veenhof CH. Hyperthermia enhances the cytotoxicity and
platinum-DNA adduct formation of lobaplatin and oxaliplatin in cultured
SW 1573 cells. J Cancer Res Clin Oncol. 1997;123(1):6-12. PubMed PMID:
8996534.
16: Saris CP, van de Vaart PJ, Rietbroek RC, Blommaert FA. In vitro
formation of DNA adducts by cisplatin, lobaplatin and oxaliplatin in
calf thymus DNA in solution and in cultured human cells. Carcinogenesis.
1996 Dec;17(12):2763-9. PubMed PMID: 9006117.
17: Jain N, Lam YM, Pym J, Campling BG. Mechanisms of resistance of
human small cell lung cancer lines selected in VP-16 and cisplatin.
Cancer. 1996 May 1;77(9):1797-808. PubMed PMID: 8646677.
18: Welink J, Pechstein B, van der Vijgh WJ. Determination of the two
diastereoisomers of lobaplatin (D-19466) in plasma ultrafiltrate of
cancer patients with a normal or an impaired kidney or liver function by
high-performance liquid chromatography with ultraviolet detection. J
Chromatogr B Biomed Appl. 1996 Jan 12;675(1):107-11. PubMed PMID:
8634751.
19: Jung P, Bachmann P, Burk K, Jakse G. Lobaplatin in combination with
methotrexate and vinblastine in patients with transitional cell
carcinoma of the urinary tract--a pilot phase I/(II) study. Eur J
Cancer. 1995 Oct;31A(11):1891-2. PubMed PMID: 8541125.
20: Kavanagh JJ, Edwards CL, Freedman RS, Finnegan MB, Balat O,
Tresukosol D, Burk K, Loechner S, Hord M, Franklin JL, et al. A trial of
lobaplatin (D-19466) in platinum-resistant ovarian cancer. Gynecol Oncol.
1995 Jul;58(1):106-9. PubMed PMID: 7789874.
21: Eliopoulos AG, Kerr DJ, Maurer HR, Hilgard P, Spandidos DA.
Induction of the c-myc but not the cH-ras promoter by platinum
compounds. Biochem Pharmacol. 1995 Jun 29;50(1):33-8. PubMed PMID:
7605342.
22: Gietema JA, Veldhuis GJ, Guchelaar HJ, Willemse PH, Uges DR, Cats A,
Boonstra H, van der Graaf WT, Sleijfer DT, de Vries EG, et al. Phase II
and pharmacokinetic study of lobaplatin in patients with relapsed
ovarian cancer. Br J Cancer. 1995 Jun;71(6):1302-7. PubMed PMID:
7779728; PubMed Central PMCID: PMC2033845.
23: Degardin M, Armand JP, Chevallier B, Cappelaere P, Lentz MA, David
M, Roché H. A clinical screening cooperative group phase II evaluation
of lobaplatin (ASTA D-19466) in advanced head and neck cancer. Invest
New Drugs. 1995;13(3):253-5. PubMed PMID: 8729955.
24: Weiss RB, Christian MC. New cisplatin analogues in development. A
review. Drugs. 1993 Sep;46(3):360-77. Review. Erratum in: Drugs. 1993
Sep;46(3):377. PubMed PMID: 7693428.
25: Gietema JA, Guchelaar HJ, de Vries EG, Aulenbacher P, Sleijfer DT,
Mulder NH. A phase I study of lobaplatin (D-19466) administered by 72 h
continuous infusion. Anticancer Drugs. 1993 Feb;4(1):51-5. PubMed PMID:
8457715.
26: Gietema JA, de Vries EG, Sleijfer DT, Willemse PH, Guchelaar HJ,
Uges DR, Aulenbacher P, Voegeli R, Mulder NH. A phase I study of
1,2-diamminomethyl-cyclobutane-platinum (II)-lactate (D-19466;
lobaplatin) administered daily for 5 days. Br J Cancer. 1993
Feb;67(2):396-401. PubMed PMID: 8431374; PubMed Central PMCID:
PMC1968188.
27: Harstrick A, Bokemeyer C, Scharnofkse M, Hapke G, Reile D, Schmoll
HJ. Preclinical activity of a new platinum analogue, lobaplatin, in
cisplatin-sensitive and -resistant human testicular, ovarian, and
gastric carcinoma cell lines. Cancer Chemother Pharmacol.
1993;33(1):43-7. PubMed PMID: 8269588.
28: Meijer C, Mulder NH, Timmer-Bosscha H, Sluiter WJ, Meersma GJ, de
Vries EG. Relationship of cellular glutathione to the cytotoxicity and
resistance of seven platinum compounds. Cancer Res. 1992 Dec
15;52(24):6885-9. PubMed PMID: 1458477.
29: Christian MC. The current status of new platinum analogs. Semin
Oncol. 1992 Dec;19(6):720-33. Review. PubMed PMID: 1462169.
30: Guchelaar HJ, Uges DR, Aulenbacher P, de Vries EG, Mulder NH.
Stability of the new anticancer platinum analogue
1,2-diaminomethyl-cyclobutane-platinum(II)-lactate (lobaplatin; D19466)
in intravenous solutions. Pharm Res. 1992 Jun;9(6):808-11. PubMed PMID:
1409365.
31: Voegeli R, Schumacher W, Engel J, Respondek J, Hilgard P. D-19466, a
new cyclobutane-platinum complex with antitumor activity. J Cancer Res
Clin Oncol. 1990;116(5):439-42. PubMed PMID: 2229133.
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