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MedKoo product information:
Tropisetron
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MedKoo Code#: 100896
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Name:
Tropisetron
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CAS#:
89565-68-4
Synonym: Foreign
brand name: Navoban. Code name: ICS 205-930. Chemical name:
(1R,5S)-8-methyl-8-azabicyclo[3.2.1]octan-3-yl
1methyl-indole-3-carboxylate.
IUPAC/Chemical name:
(1R,5S)-8-methyl-8-azabicyclo[3.2.1]octan-3-yl
1-methyl-1H-indole-3-carboxylate
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Chemical structure:
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Theoretical analysis
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Chemical Formula: C18H22N2O2
Exact Mass: 298.16813
Molecular Weight: 298.38
m/z: 298.16813 (100.0%), 299.17148 (19.5%),
300.17484 (1.8%)
Elemental Analysis: C, 72.46; H, 7.43; N,
9.39; O, 10.72
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Availability and price:
This agent is
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Quality control
data:
Product will be shipped with
supporting analytical data.
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Information about this agent
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Tropisetron is an indole derivative
with antiemetic activity. As a selective serotonin receptor
antagonist, tropisetron competitively blocks the action of serotonin
at 5HT3 receptors, resulting in suppression of chemotherapy-and
radiotherapy-induced nausea and vomiting. Check for
active clinical trials or
closed clinical trials using this agent. (NCI
Thesaurus)
Tropisetron (INN) is a serotonin 5-HT3 receptor
antagonist used mainly as an antiemetic to treat nausea and vomiting
following chemotherapy, although it has been used experimentally as an
analgesic in cases of fibromyalgia.[1] The drug is available in a 5 mg
oral preparation or in 2 mg intravenous form. It is marketed by Novartis
in Europe, Australia, New Zealand, Japan, South Korea and the
Philippines as Navoban, but is not available in the U.S. It is also
available from Novell Pharmaceutical Laboratories and marketed in
several ASIAN countries as Setrovel.
1: Ang SK, Shoemaker LK, Davis MP. Nausea and
vomiting in advanced cancer. Am J Hosp Palliat Care. 2010
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2009;6 Suppl 2:139-51. PubMed PMID: 19406366.
3: Fujii Y. Current management of vomiting after tonsillectomy in
children. Curr Drug Saf. 2009 Jan;4(1):62-73. Review. PubMed PMID:
19149526.
4: Fujii Y. The benefits and risks of different therapies in preventing
postoperative nausea and vomiting in patients undergoing thyroid
surgery. Curr Drug Saf. 2008 Jan;3(1):27-34. Review. PubMed PMID:
18690978.
5: Reddy GK, Gralla RJ, Hesketh PJ. Novel neurokinin-1 antagonists as
antiemetics for the treatment of chemotherapy-induced emesis. Support
Cancer Ther. 2006 Apr 1;3(3):140-2. PubMed PMID: 18632487.
6: Di Maio M, Gallo C, Perrone F. [Meta-analysis of phase III studies
with palonosetron in the prevention of vomiting induced by moderately
emetogenic chemotherapy]. Tumori. 2008 Mar-Apr;94(2):suppl 14-22.
Italian. PubMed PMID: 18564621.
7: Harten P. [Fibromyalgia syndrome: new developments in
pharmacotherapy]. Z Rheumatol. 2008 Feb;67(1):75-82. Review. German.
PubMed PMID: 17924124.
8: Leung AK, Robson WL. Acute gastroenteritis in children: role of
anti-emetic medication for gastroenteritis-related vomiting. Paediatr
Drugs. 2007;9(3):175-84. Review. PubMed PMID: 17523698.
9: Jordan K, Hinke A, Grothey A, Voigt W, Arnold D, Wolf HH, Schmoll HJ.
A meta-analysis comparing the efficacy of four 5-HT3-receptor
antagonists for acute chemotherapy-induced emesis. Support Care Cancer.
2007 Sep;15(9):1023-33. Epub 2007 Jan 5. PubMed PMID: 17205281.
10: Neufeld SM, Newburn-Cook CV. The efficacy of 5-HT3 receptor
antagonists for the prevention of postoperative nausea and vomiting
after craniotomy: a meta-analysis. J Neurosurg Anesthesiol. 2007
Jan;19(1):10-7. Review. PubMed PMID: 17198095.
11: Fujii Y. Prophylaxis of postoperative nausea and vomiting in
patients scheduled for breast surgery. Clin Drug Investig.
2006;26(8):427-37. Review. PubMed PMID: 17163275.
12: Ho KY, Gan TJ. Pharmacology, pharmacogenetics, and clinical efficacy
of 5-hydroxytryptamine type 3 receptor antagonists for postoperative
nausea and vomiting. Curr Opin Anaesthesiol. 2006 Dec;19(6):606-11.
Review. PubMed PMID: 17093363.
13: Müller W, Fiebich BL, Stratz T. New treatment options using 5-HT3
receptor antagonists in rheumatic diseases. Curr Top Med Chem.
2006;6(18):2035-42. PubMed PMID: 17017973.
14: Bolton CM, Myles PS, Nolan T, Sterne JA. Prophylaxis of
postoperative vomiting in children undergoing tonsillectomy: a
systematic review and meta-analysis. Br J Anaesth. 2006
Nov;97(5):593-604. Epub 2006 Sep 26. Review. PubMed PMID: 17005507.
15: Carlisle JB, Stevenson CA. Drugs for preventing postoperative nausea
and vomiting. Cochrane Database Syst Rev. 2006 Jul 19;3:CD004125.
Review. PubMed PMID: 16856030.
16: Kovac AL. Meta-analysis of the use of rescue antiemetics following
PONV prophylactic failure with 5-HT3 antagonist/dexamethasone versus
single-agent therapies. Ann Pharmacother. 2006 May;40(5):873-87. Epub
2006 May 2. PubMed PMID: 16670361.
17: Leslie JB, Gan TJ. Meta-analysis of the safety of 5-HT3 antagonists
with dexamethasone or droperidol for prevention of PONV. Ann
Pharmacother. 2006 May;40(5):856-72. Epub 2006 May 2. PubMed PMID:
16670360.
18: Pittler MH, Verster JC, Ernst E. Interventions for preventing or
treating alcohol hangover: systematic review of randomised controlled
trials. BMJ. 2005 Dec 24;331(7531):1515-8. Review. PubMed PMID:
16373736; PubMed Central PMCID: PMC1322250.
19: Holdsworth MT, Vo-Nguyen T. Employment of substandard antiemetic
prophylaxis in recent trials of chemotherapy-induced nausea and
vomiting. Ann Pharmacother. 2005 Nov;39(11):1903-10. Epub 2005 Oct 4.
Review. PubMed PMID: 16204394.
20: Koike K, Hashimoto K, Takai N, Shimizu E, Komatsu N, Watanabe H,
Nakazato M, Okamura N, Stevens KE, Freedman R, Iyo M. Tropisetron
improves deficits in auditory P50 suppression in schizophrenia.
Schizophr Res. 2005 Jul 1;76(1):67-72. PubMed PMID: 15927799.
21: Taixiang W, Munro AJ, Guanjian L. Chinese medical herbs for
chemotherapy side effects in colorectal cancer patients. Cochrane
Database Syst Rev. 2005 Jan 25;(1):CD004540. Review. PubMed PMID:
15674951.
22: Herrstedt J, Koeller JM, Roila F, Hesketh PJ, Warr D, Rittenberg C,
Dicato M. Acute emesis: moderately emetogenic chemotherapy. Support Care
Cancer. 2005 Feb;13(2):97-103. Epub 2004 Nov 23. Review. PubMed PMID:
15565276.
23: Kohnen R, Färber L, Späth M. The assessment of vegetative and
functional symptoms in fibromyalgia patients: the tropisetron
experience. Scand J Rheumatol Suppl. 2004;(119):67-71. PubMed PMID:
15515419.
24: Constenla M. 5-HT3 receptor antagonists for prevention of late
acute-onset emesis. Ann Pharmacother. 2004 Oct;38(10):1683-91. Epub 2004
Aug 17. Review. PubMed PMID: 15316106.
25: He XH, Shi YK, Yang JL, Zhang CG, Liu P, Zhou AP, Zhou SY, Ai B.
[Tropisetron in attenuation of nausea and vomiting in patients
undergoing high-dose chemo-radiotherapy supported by autologous
peripheral blood stem cell transplantation]. Ai Zheng. 2004
Apr;23(4):456-60. Chinese. PubMed PMID: 15087039.
26: Müller W, Stratz T. [5-HT3-receptor-antagonists in therapy of
rheumatic diseases]. Z Rheumatol. 2003 Feb;62(1):39-41. German. PubMed
PMID: 12624802.
27: Rabasseda X. Ramosetron, a 5-HT3 receptor antagonist for the control
of nausea and vomiting. Drugs Today (Barc). 2002 Feb;38(2):75-89.
Review. PubMed PMID: 12532186.
28: Kranke P, Eberhart LH, Apfel CC, Broscheit J, Geldner G, Roewer N.
[Tropisetron for prevention of postoperative nausea and vomiting: a
quantitative systematic review]. Anaesthesist. 2002 Oct;51(10):805-14.
Review. German. PubMed PMID: 12395171.
29: Kazemi-Kjellberg F, Henzi I, Tramèr MR. Treatment of established
postoperative nausea and vomiting: a quantitative systematic review. BMC
Anesthesiol. 2001;1(1):2. PubMed PMID: 11734064; PubMed Central PMCID:
PMC60651.
30: Pongratz D. [5-HT3 receptor antagonists as a new therapeutic
principle in rheumatology?]. Z Rheumatol. 2001 Feb;60(1):47-8. German.
PubMed PMID: 11263014.
31: Loewen PS, Marra CA, Zed PJ. 5-HT3 receptor antagonists vs
traditional agents for the prophylaxis of postoperative nausea and
vomiting. Can J Anaesth. 2000 Oct;47(10):1008-18. PubMed PMID: 11032279.
32: Stratz T, Müller W. Do predictors exist for the therapeutic effect
of 5-HT3 receptor antagonists in fibromyalgia? Scand J Rheumatol Suppl.
2000;113:63-5. PubMed PMID: 11028835.
33: Müller W, Stratz T. Results of the intravenous administration of
tropisetron in fibromyalgia patients. Scand J Rheumatol Suppl.
2000;113:59-62. PubMed PMID: 11028834.
34: Simpson K, Spencer CM, McClellan KJ. Tropisetron: an update of its
use in the prevention of chemotherapy-induced nausea and vomiting.
Drugs. 2000 Jun;59(6):1297-315. Review. PubMed PMID: 10882164.
35: McKay WP, Yip RW. Distribution of randomised controlled trials of
drugs for post-operative nausea and vomiting. Can J Anaesth. 2000
May;47(5):421-6. PubMed PMID: 10831198.
36: Hesketh PJ. Comparative review of 5-HT3 receptor antagonists in the
treatment of acute chemotherapy-induced nausea and vomiting. Cancer
Invest. 2000;18(2):163-73. Review. PubMed PMID: 10705879.
37: Tsukagoshi S. [Pharmacokinetics of azasetron (Serotone), a selective
5-HT3 receptor antagonist]. Gan To Kagaku Ryoho. 1999 Jun;26(7):1001-8.
Japanese. PubMed PMID: 10396331.
38: Tramèr MR, Walder B. Efficacy and adverse effects of prophylactic
antiemetics during patient-controlled analgesia therapy: a quantitative
systematic review. Anesth Analg. 1999 Jun;88(6):1354-61. PubMed PMID:
10357345.
39: Malik I, Moid I, Khan Z, Hussain M. Prospective randomized
comparison of tropisetron with and without dexamethasone against
high-dose metoclopramide in prophylaxis of acute and delayed
cisplatin-induced nausea and vomiting. Am J Clin Oncol. 1999
Apr;22(2):126-30. PubMed PMID: 10199444.
40: Barbounis V, Koumakis G, Hatzichristou H, Vassilomanolakis M,
Tsoussis S, Efremidis A. The anti-emetic efficacy of tropisetron plus
dexamethasone in patients treated with high-dose chemotherapy and stem
cell transplantation. Support Care Cancer. 1999 Mar;7(2):79-83. PubMed
PMID: 10089087.
41: Gregory RE, Ettinger DS. 5-HT3 receptor antagonists for the
prevention of chemotherapy-induced nausea and vomiting. A comparison of
their pharmacology and clinical efficacy. Drugs. 1998 Feb;55(2):173-89.
Review. PubMed PMID: 9506240.
42: Perez EA. A risk-benefit assessment of serotonin 5-HT3 receptor
antagonists in antineoplastic therapy-induced emesis. Drug Saf. 1998
Jan;18(1):43-56. Review. PubMed PMID: 9466087.
43: Hennes HJ. [Prevention and treatment of postoperative nausea and
postoperative vomiting with tropisetron]. Anasthesiol Intensivmed
Notfallmed Schmerzther. 1997 Oct;32(10):628-31. Review. German. PubMed
PMID: 9445562.
44: Du Bois A. [Management of chemotherapy-induced emesis: what is the
standard after 20 years of clinical research]. Med Klin (Munich). 1998
Jan;93 Suppl 1:3-17. Review. German. PubMed PMID: 19479418.
45: Roila F, Ballatori E, Tonato M, Del Favero A. 5-HT3 receptor
antagonists: differences and similarities. Eur J Cancer. 1997
Aug;33(9):1364-70. Review. PubMed PMID: 9337675.
46: Tremont-Lukats IW, Teixeira GM. Comparison of Granisetron,
ondansetron, and tropisetron in the prophylaxis of acute nausea and
vomiting induced by cisplatin for the treatment of head and neck cancer.
A randomized controlled trial. Cancer. 1996 Dec 1;78(11):2450-3. PubMed
PMID: 8941020.
47: Perez EA. Comparative efficacy of oral and intravenous granisetron
for the prevention of acute chemotherapy-induced emesis. Clin Ther. 1996
Jul-Aug;18(4):578-90; discussion 577. Review. PubMed PMID: 8879888.
48: Alon E, Biro P. [Prevention and treatment of postoperative nausea
and vomiting with 5-HT3-receptor blockers]. Anasthesiol Intensivmed
Notfallmed Schmerzther. 1996 May;31(4):200-4. Review. German. Erratum
in: Anasthesiol Intensivmed Notfallmed Schmerzther 1996 Nov;31(9):587.
PubMed PMID: 8704077.
49: Olver IN. Assessing the comparative clinical value of tropisetron.
Aust N Z J Med. 1995 Oct;25(5):523-7. Review. PubMed PMID: 8588777.
50: Perez EA. Review of the preclinical pharmacology and comparative
efficacy of 5-hydroxytryptamine-3 receptor antagonists for
chemotherapy-induced emesis. J Clin Oncol. 1995 Apr;13(4):1036-43.
Review. PubMed PMID: 7707101.
51: Sorbe BG, Högberg T, Glimelius B, Schmidt M, Wernstedt L, Andersson
H, Hansen O, Sørensen BT, Räisänen I. Navoban (tropisetron) alone and in
combination with dexamethasone in the prevention of chemotherapy-induced
nausea and vomiting: the Nordic experience. The Nordic Antiemetic Trial
Group. Anticancer Drugs. 1995 Feb;6 Suppl 1:31-6. PubMed PMID: 7749168.
52: Russel AJ. [The use of navoban in the therapy of oncology patients
with highly emetic treatments]. Vopr Onkol. 1995;41(1):87-90. Russian.
PubMed PMID: 7667952.
53: Herrstedt J. Development of antiemetic therapy in cancer patients.
Acta Oncol. 1995;34(5):637-40. Review. PubMed PMID: 7546831.
54: Yarker YE, McTavish D. Granisetron. An update of its therapeutic use
in nausea and vomiting induced by antineoplastic therapy. Drugs. 1994
Nov;48(5):761-93. Review. PubMed PMID: 7530631.
55: Kris MG, Pisters KM, Hinkley L. Delayed emesis following anticancer
chemotherapy. Support Care Cancer. 1994 Sep;2(5):297-300. Review. PubMed
PMID: 8000726.
56: Tonato M, Roila F, Del Favero A. Are there differences among the
serotonin antagonists? Support Care Cancer. 1994 Sep;2(5):293-6. Review.
PubMed PMID: 8000725.
57: Miyata K, Honda K. [Serotonin (5-HT)3 receptors: antagonists and
their pharmacological profiles]. Nippon Yakurigaku Zasshi. 1994
Sep;104(3):143-52. Review. Japanese. PubMed PMID: 7959407.
58: Herrstedt J, Dombernowsky P. [Treatment of drug-induced nausea and
vomiting]. Ugeskr Laeger. 1994 Jan 24;156(4):453-60. Review. Danish.
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59: Kris MG, Baltzer L, Pisters KM, Tyson LB. Enhancing the
effectiveness of the specific serotonin antagonists. Combination
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60: Lee CR, Plosker GL, McTavish D. Tropisetron. A review of its
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61: Pisters KM, Kris MG, Tyson LB, Clark RA, Gralla RJ. Dose-ranging
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62: Dogliotti L, Antonacci RA, Pazè E, Ortega C, Berruti A, Faggiuolo R.
Three years' experience with tropisetron in the control of nausea and
vomiting in cisplatin-treated patients. Drugs. 1992;43 Suppl 3:6-10.
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63: McVie JG, de Bruijn KM. Methodology of antiemetic trials. Drugs.
1992;43 Suppl 3:1-5. Review. PubMed PMID: 1380427.
64: Seynaeve C, Verweij J, de Mulder PH. 5-HT3 receptor antagonists, a
new approach in emesis: a review of ondansetron, granisetron and
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65: Ferrari MD, Wilkinson M, Hirt D, Lataste X, Notter M. Efficacy of
ICS 205-930, a novel 5-hydroxytryptamine3 (5-HT3) receptor antagonist,
in the prevention of migraine attacks. A complex answer to a simple
question. ICS 205-930 Migraine Study Group. Pain. 1991 Jun;45(3):283-91.
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66: Hesketh PJ, Gandara DR. Serotonin antagonists: a new class of
antiemetic agents. J Natl Cancer Inst. 1991 May 1;83(9):613-20. PubMed
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