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Tiropramide

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Name

Tiropramide

EINECS N/A
CAS No. 55837-29-1 Density 1.06g/cm3
PSA 61.88000 LogP 4.78780
Solubility N/A Melting Point 65-67°
Formula C28H41 N3 O3 Boiling Point 655°C at 760 mmHg
Molecular Weight 467.652 Flash Point 349.9°C
Transport Information N/A Appearance N/A
Safety Poison by subcutaneous, intravenous, and intraperitoneal routes. Moderately toxic by ingestion. When heated to decomposition it emits toxic fumes of NOx. Risk Codes N/A
Molecular Structure Molecular Structure of 55837-29-1 (Tiropramide) Hazard Symbols N/A
Synonyms

Benzenepropanamide,a-(benzoylamino)-4-[2-(diethylamino)ethoxy]-N,N-dipropyl-,(?à)-; (?à)-Tiropramide; CR 605; Tiropramide

 

Tiropramide Chemical Properties

Molecule structure of Tiropramide (CAS NO.55837-29-1) :

IUPAC Name: N-[3-[4-(2-diethylaminoethyloxy)phenyl]-1-(dipropylamino)-1-oxopropan-2-yl]benzamide 
Molecular Weight: 467.64344 g/mol
Molecular Formula: C28H41N3O3 
Density: 1.06 g/cm3 
Boiling Point: 655 °C at 760 mmHg 
Flash Point: 349.9 °C
Index of Refraction: 1.541
Molar Refractivity: 138.69 cm3
Molar Volume: 441 cm3
Polarizability: 54.98×10-24 cm3
Surface Tension: 41.6 dyne/cm 
Enthalpy of Vaporization: 96.46 kJ/mol
Vapour Pressure: 4.94E-17 mmHg at 25 °C
XLogP3-AA: 5.2
H-Bond Donor: 1
H-Bond Acceptor: 4
Rotatable Bond Count: 15
Tautomer Count: 2
Exact Mass: 467.314792
MonoIsotopic Mass: 467.314792
Topological Polar Surface Area: 61.9
Heavy Atom Count: 34
Complexity: 561
Undefined Atom StereoCenter Count: 1
Covalently-Bonded Unit Count: 1
Canonical SMILES: CCCN(CCC)C(=O)C(CC1=CC=C(C=C1)OCCN(CC)CC)NC(=O)C2=CC=CC=C2
InChI: InChI=1S/C28H41N3O3/c1-5-18-31(19-6-2)28(33)26(29-27(32)24-12-10-9-11-13-24)22-23-14-16-25(17-15-23)34-21-20-30(7-3)8-4/h9-17,26H,5-8,18-22H2,1-4H3,(H,29,32)
InChIKey: FDBWMYOFXWMGEY-UHFFFAOYSA-N

Tiropramide Toxicity Data With Reference

1.    

orl-rat LD50:800 mg/kg

    DRFUD4    Drugs of the Future. 7 (1982),413.
2.    

ipr-rat LD50:140 mg/kg

    DRFUD4    Drugs of the Future. 7 (1982),413.
3.    

scu-rat LD50:430 mg/kg

    DRFUD4    Drugs of the Future. 7 (1982),413.
4.    

ivn-rat LD50:33,900 µg/kg

    USXXAM    United States Patent Document. (Commissioner of Patents and Trademarks, Washington, DC 20231) #4004008 .
5.    

orl-mus LD50:550 mg/kg

    DRFUD4    Drugs of the Future. 7 (1982),413.
6.    

ipr-mus LD50:120 mg/kg

    DRFUD4    Drugs of the Future. 7 (1982),413.
7.    

scu-mus LD50:245 mg/kg

    DRFUD4    Drugs of the Future. 7 (1982),413.
8.    

ivn-mus LD50:40,500 µg/kg

    DRFUD4    Drugs of the Future. 7 (1982),413.

Tiropramide Safety Profile

Poison by subcutaneous, intravenous, and intraperitoneal routes. Moderately toxic by ingestion. When heated to decomposition it emits toxic fumes of NOx.

Tiropramide Specification

 Tiropramide (CAS NO.55837-29-1) is also called (+-)-alpha-(Benzoylamino)-4-(2-(diethylamino)ethoxy)-N,N-dipropylbenzenepropanamide ; BRN 4162600 ; CR-605 ; DL-alpha-Benzamido-p-(2-(diethylamino)ethoxy)-N,N-
dipropylhydrocinnamamide ; DL-alpha-Benzamido-para-(2-(diethylamino)ethoxy)-N,N-dipropylhydrocinnamamide ; Maiorad ; O-(Diethylaminoethyl)-N-benzoyl-DL-tyrosyl-di-n-propylamide ; Tiropramida [INN-Spanish] ; Tiropramida [Spanish] ; Tiropramidum [INN-Latin] .

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