Name: tropacocaine hydrochloride
SKU: 637-23-0

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Basic Information

Molecular Structure:
CAS No.:	637-23-0
Name:	tropacocaine hydrochloride
Article Data:	2

Formula:	C15H19 N O2 . Cl H
Molecular Weight:	281.782
Synonyms:	8-Azabicyclo[3.2.1]octan-3-ol,8-methyl-, benzoate (ester), hydrochloride, exo-; Tropacocaine, hydrochloride(7CI); NSC 76018; Pseudotropine benzoate hydrochloride
Boiling Point:	339.9oC at 760 mmHg
Flash Point:	122.3oC
Safety:	Poison by intraperitoneal and intravenous routes. Moderately toxic by subcutaneous route. An experimental teratogen. When heated to decomposition it emits toxic fumes of NO_x and HCl.
PSA:	29.54000
LogP:	3.20850

Synthetic route

: 98-88-4
benzoyl chloride

: 135-97-7
pseudotropine

: 637-23-0
Tropacocaine hydrochloride

Conditions

Conditions	Yield
Stage #1: benzoyl chloride; pseudotropine With potassium tert-butylate In tetrahydrofuran at 20 - 30℃; for 2.5h; Stage #2: With hydrogenchloride In tetrahydrofuran; diethyl ether; ethanol
Stage #1: benzoyl chloride; pseudotropine With potassium tert-butylate In tetrahydrofuran at 20 - 30℃; for 2.5h; Stage #2: With hydrogenchloride In diethyl ether; ethanol

: 637-23-0
Tropacocaine hydrochloride

: 18470-33-2, 20811-95-4, 123202-90-4
Nortropacocaine

Conditions

Conditions	Yield
With sodium perchlorate; water; sodium carbonate pH=10; pH-value; Electrochemical reaction; Green chemistry;	81%

: 637-23-0
Tropacocaine hydrochloride

: 537-26-8
tropacocain

Conditions

Conditions	Yield
With ammonia In water
With ammonia In water

Raw Materials

135-97-7

98-88-4

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Chemistry

IUPAC Name: (8-Methyl-8-azabicyclo[3.2.1]octan-3-yl) benzoate hydrochloride
CAS: 637-23-0
Following is the Molecular Structure of Tropacaine hydrochloride (637-23-0):

SMILES: Cl.O=C(OC2CC1N(C)C(CC1)C2)c3ccccc3
InChI: InChI=1/C15H19NO2.ClH/c1-16-12-7-8-13(16)10-14(9-12)18-15(17)11-5-3-2-4-6-11;/h2-6,12-14H,7-10H2,1H3;1H
InChIKey: MMAGCXHWOMQWKW-UHFFFAOYAB
Std.InChI: InChI=1S/C15H19NO2.ClH/c1-16-12-7-8-13(16)10-14(9-12)18-15(17)11-5-3-2-4-6-11;/h2-6,12-14H,7-10H2,1H3;1H
Std.InChIKey: MMAGCXHWOMQWKW-UHFFFAOYSA-N
Molecular Formula: C₁₅H₁₉NO₂.ClH
Molecular Weight: 281.7778
Boiling Point: 339.9℃ at 760mmHg
Flash Point: 122.3℃
Enthalpy of Vaporization: 58.34kJ/mol
Vapour Pressure: 8.92E-05mmHg at 25℃

Toxicity Data With Reference

Organism	Test Type	Route	Reported Dose (Normalized Dose)	Effect	Source
mouse	LD50	subcutaneous	465mg/kg (465mg/kg)		Research Communications in Substances Abuse. Vol. 5, Pg. 279, 1984.
mouse	LDLo	intraperitoneal	350mg/kg (350mg/kg)	BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD BEHAVIORAL: ATAXIA LUNGS, THORAX, OR RESPIRATION: RESPIRATORY STIMULATION	Quarterly Journal of Pharmacy & Pharmacology. Vol. 7, Pg. 227, 1934.
mouse	LDLo	intravenous	42mg/kg (42mg/kg)	BEHAVIORAL: GENERAL ANESTHETIC	"Vergleichend-pharmakologische Untersuchungen ueber die haemolytische Wirkung und die Toxizitat der Lokalanaesthetika, Dissertation," Walther, M., Pharmakologischen Instit Martin Luther-Universitat Halle-Wittenburg, Ger. Dem. Rep., 1936Vol. -, Pg. -, 1936.

Safety Profile

Poison by intraperitoneal and intravenous routes. Moderately toxic by subcutaneous route.It's an experimental teratogen.

Specification

Tropacaine hydrochloride (637-23-0) also can be called for Tropacocaine hydrochloride ; Tropacocaine (8-methyl-8-azabicyclo[3.2.1]oct-3-yl) benzoate ; Tropacaine hydrochloride ; 1-alpha-h,5-alpha-H-Tropan-3-alpha-ol,benzoate(ester),hydrochloride ; 8-Azabicyclo(3.2.1)octan-3-ol,8-methyl-, benzoate (ester),hydrochloride,ex benzoylpseudotropine hydrochloride ; O-benzoyltropine hydrochloride ; Pseudotropine benzoate hydrochloride ; Tropacocain hydrochloride .When Tropacaine hydrochloride (637-23-0) was heated,it emits toxic fumes of NOx and HCl .