(+)-Norfenfluramine

Modify Date: 2024-01-08 11:44:44

(+)-Norfenfluramine Structure
(+)-Norfenfluramine structure
Common Name (+)-Norfenfluramine
CAS Number 19036-73-8 Molecular Weight 203.20400
Density 1.152g/cm3 Boiling Point 215.2ºC at 760mmHg
Molecular Formula C10H12F3N Melting Point N/A
MSDS N/A Flash Point 88.9ºC

 Use of (+)-Norfenfluramine


(+)-Norfenfluramine a major hepatic metabolite of (+)-fenfluramine, is a selective 5-HT2B receptor agonist (Ki: 11.2 nM). (+)-Norfenfluramine potently stimulates the hydrolysis of inositol phosphates and increases intracellular Ca2+. (+)-Norfenfluramine can be used for the research of primary pulmonary hypertension and valvular heart disease[1].

 Names

Name (s)-1-(3-trifluoromethylphenyl)-2-aminopropane
Synonym More Synonyms

 (+)-Norfenfluramine Biological Activity

Description (+)-Norfenfluramine a major hepatic metabolite of (+)-fenfluramine, is a selective 5-HT2B receptor agonist (Ki: 11.2 nM). (+)-Norfenfluramine potently stimulates the hydrolysis of inositol phosphates and increases intracellular Ca2+. (+)-Norfenfluramine can be used for the research of primary pulmonary hypertension and valvular heart disease[1].
Related Catalog
Target

5-HT2B Receptor:11.2 nM (Ki)

5-HT2A Receptor:1516 nM (Ki)

5-HT2C Receptor:324 nM (Ki)

In Vitro (+)-Norfenfluramine (1 nM to 100 μM) contracts arteries with a dramatic decrease in threshold (aorta and mesenteric resistance artery) in rats[1]. (+)-Norfenfluramine (1 and 10 μM, 3 min) induces contraction in aorta from tissues of normotensive and hypertensive rats[1]. (+)-Norfenfluramine (0-10 μM, 3 min) induces 5-HT release from rat hippocampal synaptosomes by Ca2+-dependent way [2].
In Vivo (+)-Norfenfluramine (1-300 μg/kg, i.v.) induces pressor response in conscious SHAM and DOCA-salt rats[1]. (+)-Norfenfluramine (2.5 and 5 mg/kg, i.p.) decreases of 5-HT and 5-HIAA levels in telencephalon and brainstem of rats[3]. Animal Model: Conscious SHAM and DOCA-salt rats[1]. Dosage: 1-300 μg/kg Administration: Intravenous injection (i.v.), given in a cumulative fashion at 6-min intervals. Result: Induced pressor response in conscious SHAM and DOCA-salt rats. (change in mean arterial blood pressure at 300 μg/kg, mm Hg, SHAM vehicle=36, SHAM ketanserin=7, DOCA=51, DOCA ketanserin=19).
References

[1]. Wei Ni, et al. The 5-hydroxytryptamine2A receptor is involved in (+)-norfenfluramine-induced arterial contraction and blood pressure increase in deoxycorticosterone acetate-salt hypertension. J Pharmacol Exp Ther. 2007 May;321(2):485-91.

[2]. M Gobbi, et al. In vitro studies on the mechanism by which (+)-norfenfluramine induces serotonin and dopamine release from the vesicular storage pool. Naunyn Schmiedebergs Arch Pharmacol. 1998 Sep;358(3):323-7.

[3]. R Invernizzi, et al. Is receptor activation involved in the mechanism by which (+)-fenfluramine and (+)-norfenfluramine deplete 5-hydroxytryptamine in the rat brain? Br J Pharmacol. 1982 Mar;75(3):525-30.

 Chemical & Physical Properties

Density 1.152g/cm3
Boiling Point 215.2ºC at 760mmHg
Molecular Formula C10H12F3N
Molecular Weight 203.20400
Flash Point 88.9ºC
Exact Mass 203.09200
PSA 26.02000
LogP 3.29540
Vapour Pressure 0.15mmHg at 25°C
Index of Refraction 1.467

 Safety Information

HS Code 2921499090

 Synthetic Route

~89%

(+)-Norfenfluramine Structure

(+)-Norfenfluramine

CAS#:19036-73-8

Literature: Alfa Chemicals Italiana S.r.l. Patent: EP875498 A2, 1998 ;

~91%

(+)-Norfenfluramine Structure

(+)-Norfenfluramine

CAS#:19036-73-8

Literature: Alfa Chemicals Italiana S.p.A. Patent: US5808156 A1, 1998 ;

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(+)-Norfenfluramine Structure

(+)-Norfenfluramine

CAS#:19036-73-8

Literature: Alfa Chemicals Italiana S.r.l. Patent: EP875498 A2, 1998 ;

~%

(+)-Norfenfluramine Structure

(+)-Norfenfluramine

CAS#:19036-73-8

Literature: Alfa Chemicals Italiana S.p.A. Patent: US5808156 A1, 1998 ;

~%

(+)-Norfenfluramine Structure

(+)-Norfenfluramine

CAS#:19036-73-8

Literature: Fogagnolo, Marco; Giovannini, Pier Paolo; Guerrini, Alessandra; Medici, Alessandro; Pedrini, Paola; Colombi, Nicola Tetrahedron Asymmetry, 1998 , vol. 9, # 13 p. 2317 - 2327

~%

(+)-Norfenfluramine Structure

(+)-Norfenfluramine

CAS#:19036-73-8

Literature: Fogagnolo, Marco; Giovannini, Pier Paolo; Guerrini, Alessandra; Medici, Alessandro; Pedrini, Paola; Colombi, Nicola Tetrahedron Asymmetry, 1998 , vol. 9, # 13 p. 2317 - 2327

~%

(+)-Norfenfluramine Structure

(+)-Norfenfluramine

CAS#:19036-73-8

Literature: Fogagnolo, Marco; Giovannini, Pier Paolo; Guerrini, Alessandra; Medici, Alessandro; Pedrini, Paola; Colombi, Nicola Tetrahedron Asymmetry, 1998 , vol. 9, # 13 p. 2317 - 2327

~%

(+)-Norfenfluramine Structure

(+)-Norfenfluramine

CAS#:19036-73-8

Literature: Fogagnolo, Marco; Giovannini, Pier Paolo; Guerrini, Alessandra; Medici, Alessandro; Pedrini, Paola; Colombi, Nicola Tetrahedron Asymmetry, 1998 , vol. 9, # 13 p. 2317 - 2327

 Customs

HS Code 2921499090
Summary 2921499090 other aromatic monoamines and their derivatives; salts thereof VAT:17.0% Tax rebate rate:9.0% Supervision conditions:none MFN tariff:6.5% General tariff:30.0%

 Synonyms

dexnorfenfluramine
Dexibuprofen Lysine
d-norfenfluramine