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Nortropine

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Name

Nortropine

EINECS 238-356-6
CAS No. 538-09-0 Density 1.096 g/cm3
PSA 32.26000 LogP 0.59050
Solubility N/A Melting Point 108-110 °C
Formula C7H13NO Boiling Point 266.5 °C at 760 mmHg
Molecular Weight 127.186 Flash Point 115 °C
Transport Information N/A Appearance light tan solid
Safety Risk Codes N/A
Molecular Structure Molecular Structure of 538-09-0 (Nortropine) Hazard Symbols N/A
Synonyms

1aH,5aH-Nortropan-3a-ol (8CI);8-Azabicyclo[3.2.1]octan-3-ol, endo-;Nortropine (6CI,7CI);3a-Nortropanol;N-Demethyltropine;NSC 72850;Nortropenol;Nortropin;Tropigenin;endo-8-Azabicyclo[3.2.1]octan-3-ol;

Article Data 26

Nortropine Synthetic route

120-29-6

3-tropanol

538-09-0

nortropine

Conditions
ConditionsYield
With DAP(2+)*2BF4(1-); oxygen In acetonitrile at 20℃; Irradiation;87%
With DAP(2+)*2BF4(1-); oxygen In acetonitrile at 20℃; Product distribution; Irradiation; photochemical N-demethylation of var. tert. amines;87%
With sodium hydroxide; water; potassium hexacyanoferrate(III)
1234788-77-2

tropine N-oxide hydrochloride

A

538-09-0

nortropine

B

120-29-6

3-tropanol

Conditions
ConditionsYield
iron In isopropyl alcohol at 60℃; for 2h; Product distribution / selectivity;A 84%
B 5%
Stage #1: tropine-N-oxide hydrochloride With ferrocene In chloroform for 24h; Reflux;
Stage #2: With sodium hydroxide In chloroform; water
A 74%
B 8%
5632-84-8

nortropinone

538-09-0

nortropine

Conditions
ConditionsYield
With hydrogen In methanol at 25 - 30℃; under 7500.75 Torr; for 24h;83%
115522-42-4

(1R,3R,5S)-3-Benzyloxy-8-(toluene-4-sulfonyl)-8-aza-bicyclo[3.2.1]octane

538-09-0

nortropine

Conditions
ConditionsYield
With sodium In ammonia81%
120-29-6

3-tropanol

A

50626-97-6

(1R,3R,5S)-3-Hydroxy-8-aza-bicyclo[3.2.1]octane-8-carbaldehyde

B

538-09-0

nortropine

Conditions
ConditionsYield
With oxygen; lithium perchlorate; 9,10-Dicyanoanthracene In acetonitrile at 20℃; Irradiation;A 15%
B 85 % Spectr.
With oxygen; 9,10-Dicyanoanthracene In acetonitrile at 20℃; Irradiation;A 27 % Spectr.
B 73 % Spectr.
55727-40-7

(1R,3r,5S)-8-acetyl-8-azabicyclo[3.2.1]octan-3-yl acetate

7664-93-9

sulfuric acid

538-09-0

nortropine

7647-01-0

hydrogenchloride

3endo-acetoxy-nortropane-8-carbonitrile

538-09-0

nortropine

convolamine

convolamine

538-09-0

nortropine

Conditions
ConditionsYield
With potassium hydroxide
convolvine

convolvine

538-09-0

nortropine

hydratropic acid nortropyl ester

hydratropic acid nortropyl ester

538-09-0

nortropine

Conditions
ConditionsYield
With barium dihydroxide

Nortropine Chemical Properties

Molecular structure of Nortropine (CAS NO.538-09-0):

Product Name: Nortropine
CAS Registry Number: 538-09-0
IUPAC Name: 8-Azabicyclo[3.2.1]octan-3-ol
Molecular Weight: 127.18422 g/mol
Molecular Formula: C7H13NO
XLogP3-AA: 0.3
H-Bond Donor: 2
H-Bond Acceptor: 2
Melting Point: 108-110 °C
Refractive Index: 1.52 
Flash Point: 115 °C
Enthalpy of Vaporization: 58.58 kJ/mol
Boiling Point: 266.5 °C at 760 mmHg
Vapour Pressure: 0.00118 mmHg at 25 °C
Product Categories: pharmacetical; Trospium Chloride; Chiral Reagents; Intermediates & Fine Chemicals; Metabolites & Impurities; Pharmaceuticals

Nortropine Uses

 Nortropine (CAS NO.538-09-0) can be used as a metabolite of Atropine.

Nortropine Toxicity Data With Reference

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
mouse LD50 intraperitoneal 180mg/kg (180mg/kg)   Annales de Chimie. Vol. 7, Pg. 537, 1962.
mouse LD50 intravenous 41mg/kg (41mg/kg)   Archives Internationales de Pharmacodynamie et de Therapie. Vol. 145, Pg. 97, 1963.
mouse LD50 oral 1420mg/kg (1420mg/kg)   Archives Internationales de Pharmacodynamie et de Therapie. Vol. 145, Pg. 97, 1963.
rabbit LD50 intravenous > 50mg/kg (50mg/kg)   Annales de Chimie. Vol. 7, Pg. 537, 1962.

Nortropine Specification

 Nortropine (CAS NO.538-09-0) also can be called 1alpha-H,5alpha-H-Nortropan-3alpha-ol ; NSC 72850 ; Nortropane, 3-hydroxy- ; Nortropenol ; Nortropidine, 2,3-dihydro-3-hydroxy- ; Nortropin ; Tropigenin ; Tropigenine ; 1-alpha-H,5-alpha-H-Nortropan-3-alpha-ol ; 1alphaH,5alphaH-Nortropan-3alpha-ol (8CI) ; 8-Azabicyclo(3.2.1)octan-3-ol, endo- (9CI) . It is a light tan solid.

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