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Tropisetron

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Name

Tropisetron

EINECS 1806241-263-5
CAS No. 89565-68-4 Density 1.26 g/cm3
PSA 83.80000 LogP 4.38640
Solubility Soluble in water Melting Point 201-202 °C
Formula C17H20N2O2 Boiling Point 448.5 °C at 760 mmHg
Molecular Weight 284.358 Flash Point 225 °C
Transport Information N/A Appearance white powder
Safety Risk Codes N/A
Molecular Structure Molecular Structure of 89565-68-4 (Tropisetron) Hazard Symbols N/A
Synonyms

1H-Indole-3-carboxylicacid, 8-methyl-8-azabicyclo[3.2.1]oct-3-yl ester, endo-;ICS 205-930;ICS205930;Navoban;1H-Indole-3-carboxylicacid, (3-endo)-8-methyl-8-azabicyclo[3.2.1]oct-3-yl ester;

Article Data 3

Tropisetron Specification

The Tropisetron is an organic compound with the formula C17H20N2O2. The IUPAC name of this chemical is [(1R,5S)-8-methyl-8-azabicyclo[3.2.1]octan-3-yl] 1H-indole-3-carboxylate. With the CAS registry number 89565-68-4, it is also named as 1H-indole-3-carboxylic acid, (3-endo)-8-methyl-8-azabicyclo[3.2.1]oct-3-yl ester. The product's classification  codes are Antiemetics; Autonomic Agents; Central Nervous System Agents; Gastrointestinal Agents; Neurotransmitter Agents; Peripheral Nervous System Agents; Serotonin Agents; Serotonin antagonists.

The Tropisetron 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. 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.

Physical properties about Tropisetron are: (1)ACD/LogP: 3.55; (2)ACD/LogD (pH 5.5): 0.47; (3)ACD/LogD (pH 7.4): 1.04; (4)ACD/BCF (pH 5.5): 1; (5)ACD/BCF (pH 7.4): 1; (6)ACD/KOC (pH 5.5): 1.68; (7)ACD/KOC (pH 7.4): 6.34; (8)#H bond acceptors: 4; (9)#H bond donors: 1; (10)#Freely Rotating Bonds: 3; (11)Polar Surface Area: 45.33 Å2; (12)Index of Refraction: 1.644; (13)Molar Refractivity: 81.49 cm3; (14)Molar Volume: 224.9 cm3; (15)Polarizability: 32.3×10-24cm3; (16)Surface Tension: 56.6 dyne/cm; (17)Density: 1.26 g/cm3; (18)Flash Point: 225 °C; (19)Enthalpy of Vaporization: 70.7 kJ/mol; (20)Boiling Point: 448.5 °C at 760 mmHg; (21)Vapour Pressure: 3.09E-08 mmHg at 25°C.

You can still convert the following datas into molecular structure:
(1)SMILES: CN4[C@@H]1CC[C@H]4C[C@H](C1)OC(=O)c3cnc2ccccc23
(2)InChI: InChI=1/C17H20N2O2/c1-19-11-6-7-12(19)9-13(8-11)21-17(20)15-10-18-16-5-3-2-4-14(15)16/h2-5,10-13,18H,6-9H2,1H3/t11-,12+,13+
(3)InChIKey: ZNRGQMMCGHDTEI-ITGUQSILBO
(4)Std. InChI: InChI=1S/C17H20N2O2/c1-19-11-6-7-12(19)9-13(8-11)21-17(20)15-10-18-16-5-3-2-4-14(15)16/h2-5,10-13,18H,6-9H2,1H3/t11-,12+,13+
(5)Std. InChIKey: ZNRGQMMCGHDTEI-ITGUQSILSA-N

The toxicity data is as follows:

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
women TDLo intravenous 800ug/kg/2D-I (0.8mg/kg) VASCULAR: BP LOWERING NOT CHARACTERIZED IN AUTONOMIC SECTION

SKIN AND APPENDAGES (SKIN): "DERMATITIS, OTHER: AFTER SYSTEMIC EXPOSURE"
Lancet. Vol. 1, Pg. 1494, 1987.

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