ChemicalBook > CAS DataBase List > Atomoxetine hydrochloride

Atomoxetine hydrochloride

Product Name
Atomoxetine hydrochloride
CAS No.
82248-59-7
Chemical Name
Atomoxetine hydrochloride
Synonyms
LY 139603;Strattera;ATOMOXETINE;ATOMOXITINE;LY 139603 HCl;Atazanavir HCl;ATOMOXETINE HCL;Atomoxetine HCI;Atomoxitine HCL;(R)-Atomoxetine HCl
CBNumber
CB5757860
Molecular Formula
C17H22ClNO
Formula Weight
291.82
MOL File
82248-59-7.mol
More
Less

Atomoxetine hydrochloride Property

Melting point:
167-169°C
alpha 
D25 -38.01°; 36525 -177.26° (c = 1 in methanol); D23 -41.37° (c = 1.02 in methanol); D25 -40.3° (c = 0.94 in ethanol)
Flash point:
9℃
storage temp. 
2-8°C
form 
solid
pka
10.13(at 25℃)
Merck 
14,863
InChIKey
LUCXVPAZUDVVBT-UNTBIKODSA-N
CAS DataBase Reference
82248-59-7(CAS DataBase Reference)
More
Less

Safety

Hazard Codes 
F,T
Risk Statements 
11-23/24/25-39/23/24/25
Safety Statements 
22-24/25-45-36/37-16-7
RIDADR 
UN1230 - class 3 - PG 2 - Methanol, solution
WGK Germany 
3
HS Code 
29221990
More
Less

Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Danger
Hazard statements

H225Highly Flammable liquid and vapour

H370Causes damage to organs

Precautionary statements

P210Keep away from heat/sparks/open flames/hot surfaces. — No smoking.

P260Do not breathe dust/fume/gas/mist/vapours/spray.

P280Wear protective gloves/protective clothing/eye protection/face protection.

P311Call a POISON CENTER or doctor/physician.

P301+P310IF SWALLOWED: Immediately call a POISON CENTER or doctor/physician.

More
Less

N-Bromosuccinimide Price

Sigma-Aldrich
Product number
A-095
Product name
Atomoxetine hydrochloride solution
Packaging
095-1ml
Price
$141
Updated
2020/08/18
Sigma-Aldrich
Product number
A-095
Product name
Atomoxetine hydrochloride solution
Purity
1.0?mg/mL in methanol (as free base), ampule of 1?mL, certified reference material, Cerilliant?
Packaging
1 mL
Price
$145
Updated
2021/03/22
Sigma-Aldrich
Product number
Y0001587
Product name
Atomoxetine for impurity A identification
Purity
European Pharmacopoeia (EP) Reference Standard
Price
$190
Updated
2021/03/22
Sigma-Aldrich
Product number
Y0001586
Product name
Atomoxetine hydrochloride
Purity
European Pharmacopoeia (EP) Reference Standard
Price
$190
Updated
2021/03/22
Sigma-Aldrich
Product number
1044469
Product name
Atomoxetine hydrochloride
Purity
United States Pharmacopeia (USP) Reference Standard
Packaging
125mg
Price
$893
Updated
2018/11/13
More
Less

Atomoxetine hydrochloride Chemical Properties,Usage,Production

Description

Atomoxetine is the first non-stimulant marketed for the treatment of attention deficit hyperactivity disorder (ADHD). It is the R-stereoisomer of the racemate tomoxetine and is a selective and potent norepinephrine uptake inhibitor (Ki=0.7–1.9 nM) that is devoid of binding to monoamine receptor. It also has little effect on dopamine and serotonin reuptake or acetylcholine, H1 histamine, alpha1 or alpha1-adrenergic or dopamine receptors. It is prepared from racemic 1-phenylbut-3-en-1-ol via a selective enzymatic acylation leaving the desired S-stereoisomer as the alcohol. This alcohol is converted via a Mitsunobu reaction with ortho-cresol to the corresponding ether with isomeric R-configuration. Ozonolysis and reduction steps provided the terminal alcohol that is mesylated and displaced with methylamine. Its selectivity for norepinephrine relative to dopamine inhibition was demonstrated in vivo preclinically. In a two-lever (two condition) discriminative stimulus effect study in squirrel monkeys, tomoxetine and other norepinephrine uptake inhibitors substituted for cocaine under low-dose training conditions, whereas dopamine uptake inhibitors substituted for cocaine in both low and high-dose conditions. In clinical ADHD studies in adolescents, it was significantly different from placebo in 1.2 and 1.8 mpk/day dosing. In the clinical study in adults using the CAARS scale a 95 mg/day dose provided greater than 30% improvement in total scores. Atomoxetine is about 63% orally bioavailable, is highly protein bound (98%, primarily to albumin) and has a half-life of about 5.2 h. It is metabolized by CYP2D6 resulting in differential clearance for poor metabolizers (halflife of 19 h with a 10 times higher AUC) relative to extensive metabolizers. The total daily dose for children, adolescents and adults is a maximum of 100 mg/day. Common side effects in children and adults include nausea, decreased appetite, and dizziness. Adults may also have insomnia.

Chemical Properties

White Solid

Originator

Eli Lilly & Co (US)

Uses

A Norepinephrine reuptake inhibitor

Uses

Psychotherapeutic, Anti Depressant

Definition

ChEBI: The hydrochloride salt of atomoxetine.

brand name

Strattera (Lilly).

Biological Activity

Potent and selective noradrenalin re-uptake inhibitor (K i values are 5, 77 and 1451 nM for inhibition of radioligand binding to human NET, SERT and DAT respectively). Displays minimal affinity for a range of other neurotransmitter receptors and transporters (K i > 1 μ M). Antidepressant.

Chemical Synthesis

The 3-aryloxy substituent was introduced utilizing a chiral alcohol by either the Mitsunobu reaction or by nucleophilic aromatic displacement. Because of the expense and difficulty of the Mitsunobu reaction on large scale, the commercial process adopts the nucleophilic aromatic substitution method. 3- Chloropropiophenone (37) was asymmetrically reduced with borane and catalytic amount of (S)-oxazaborolidine (8) in THF at 0°C to give chiral alcohol 38 in 99% yield and 94% e.e. The chiral alcohol was further purified by recrystallization to greater than 99% e.e.. Subsequent treatment of chloride 38 with excess dimethylamine (40% in water) in ethanol gave dimethylamine alcohol 39 in 90% yield. Alcohol 39 was then subjected to nucleophilic aromatic displacement in the presence of NaH in DMSO with 1- fluoro-2-(t-butylimino)benzene (41), which was prepared in high yield from 2-fluorobenzaldehyde (40). The displacement product 42 was obtained in 98% yield, and the imine 42 was subsequently hydrolyzed with acetic acid in water at low temperature to give the corresponding aldehyde 43 in 96% yield. Sodium borohydride was employed to reduce aldehyde 43 to alcohol in cold methanol and the intermediate alcohol was converted to chloride 44 with thionyl chloride. Chloride 44 was then reduced with zinc metal under acidic conditions to give methyl adduct 45 in 95% yield and 94% e.e. Finally, phenyl chloroformate and triethylamine was used to transform dimethylamine 45 to monomethyl amine, which was subsequently treated with HCl in EtOAc under reflux to give atomoxetin hydrochloride (IV) in 98% yield and 99% e.e. from 45.

Atomoxetine hydrochloride Preparation Products And Raw materials

Raw materials

Preparation Products

More
Less

Atomoxetine hydrochloride Suppliers

Shanghaizehan biopharma technology co., Ltd.
Tel
021-61350663-
Fax
021-61350662
Email
sales@zehanbiopharma.com;
Country
China
ProdList
998
Advantage
55
J & K SCIENTIFIC LTD.
Tel
010-82848833- ;010-82848833-
Fax
86-10-82849933
Email
jkinfo@jkchemical.com;market6@jkchemical.com
Country
China
ProdList
96815
Advantage
76
Meryer (Shanghai) Chemical Technology Co., Ltd.
Tel
21-61259100-
Fax
86-21-61259102
Email
sh@meryer.com
Country
China
ProdList
40264
Advantage
62
3B Pharmachem (Wuhan) International Co.,Ltd.
Tel
821-50328103-801
Fax
86-21-50328109
Email
3bsc@sina.com
Country
China
ProdList
15877
Advantage
69
TCI (Shanghai) Development Co., Ltd.
Tel
021-67121386 / 800-988-0390
Fax
021-67121385
Email
Sales-CN@TCIchemicals.com
Country
China
ProdList
24555
Advantage
81
Energy Chemical
Tel
021-58432009-
Fax
021-58436166
Email
sales8178@energy-chemical.com
Country
China
ProdList
43494
Advantage
61
Beijing Ouhe Technology Co., Ltd
Tel
010-82967028-
Fax
+86-10-82967029
Email
2355560935@qq.com
Country
China
ProdList
12356
Advantage
60
Pure Chemistry Scientific Inc.
Tel
001-857-928-2050 or 1-888-588-9418
Fax
001-617-206-9595
Email
sales@chemreagents.com
Country
United States
ProdList
9917
Advantage
62
ShengXiong Biological Technology Development Co., Ltd.
Tel
86-021-64960112 13774219177
Fax
86-021-64960112
Email
alpha9196@gmail.com
Country
China
ProdList
52
Advantage
65
Nanjing Chemlin Chemical Co., Ltd
Tel
Fax
+86-25-83453306
Email
info@chemlin.com.cn
Country
China
ProdList
19999
Advantage
64
More
Less

View Lastest Price from Atomoxetine hydrochloride manufacturers

Baoji Guokang Healthchem co.,ltd
Product
Atomoxetine hydrochloride 82248-59-7
Price
US $1000.00/KG
Min. Order
1KG
Purity
USP
Supply Ability
100KGS
Release date
2021-06-08
Baoji Guokang Healthchem co.,ltd
Product
Atomoxetine hydrochloride 82248-59-7
Price
US $65.00/g
Min. Order
20g
Purity
99%
Supply Ability
100kg
Release date
2021-06-07
Anhui Rencheng Technology Co., Ltd
Product
Atomoxetine Hydrochloride 82248-59-7
Price
US $1.00-300.00/KG
Min. Order
0.5KG
Purity
>99%
Supply Ability
20tons
Release date
2020-12-31

82248-59-7, Atomoxetine hydrochlorideRelated Search:


  • ATOMOXETINE
  • ATOMOXETINE HCL
  • ATOMOXETINE HYDROCHLORIDE
  • METHYL-(3-PHENYL-3-O-TOLYLOXY-PROPYL)-AMINE HYDROCHLORIDE
  • (R)-N-METHYL-GAMMA-(2-METHYLPHENOXY)-BENZENEPROPANAMINE HYDROCHLORIDE
  • (r)-tomoxetine hydrochloride
  • TOMOXETINE HYDROCHLORIDE
  • Atomoxetine HCI
  • (R)-N-methyl-gamma-(2-methylphenoxy)-benzenepropanamine
  • (R)-N-Methyl-g-(2-methylphenoxy)benzenepropanaminehydrochloride
  • R-Tomexetine, Hydrochloride, (R)-N-Methyl--(2-methylphenoxy)benzenepropanamine, Hydrochloride
  • (r)-n-methyl-γ-(2-methyl-phenoxy)benzenepropanamine hydrochloride
  • ATOMOXETINEHYDROCHLORIDE(FORR&DONLY)
  • ATOMOXITINE
  • Atomexine Hydrochloride
  • (R)-N-Methyl-3-(2-methylphenoxy)-3-phenylpropylamine Hydrochloride
  • Methyl-((R)-3-phenyl-3-o-tolyloxy-propyl)-amine hydrochloride
  • Atomoxetine hydrochloride, 99%, a selective norepinephrine reuptake inhibitor
  • (R)-N-METHYL-3-PHENYL-3-(O-TOLYLOXY)PROPAN-1-AMINE HCL
  • Atomoxetine hydrochloride, (R)-N-Methyl-γ-(2-methylphenoxy)benzenepropanamine hydrochloride
  • Atomoxitine HCL
  • LY 139603
  • R-Tomexetine Hydrochloride
  • Strattera
  • (3R)-N-methyl-3-(2-methylphenoxy)-3-phenyl-propan-1-amine hydrochloride
  • (3R)-N-methyl-3-(2-methylphenoxy)-3-phenylpropan-1-amine hydrochloride
  • methyl-[(3R)-3-(2-methylphenoxy)-3-phenyl-propyl]amine hydrochloride
  • BenzenepropanaMine,N-Methyl-g-(2-Methylphenoxy)-,hydrochloride (
  • (R)-N-Methyl-3-(2-methylphenoxy)-3-phenylpropylamine Hydrochloride (R)-Tomoxetine Hydrochloride
  • (R)-N-Methyl-3-phenyl-3-(o-tolyloxy)propan-1-aMine hydrochloride
  • BenzenepropanaMine,N-Methyl-g-(2-Methylphenoxy)-,hydrochloride (1:1), (gR)-
  • (R)-N-Methyl-3-phenyl-3-(o-tolyloxy)-propan-1-aMine hydrochloride, 95+%
  • LY 139603 HCl
  • Atomoxetine hydrochloride (R)-Tomoxetine hydrochloride
  • (R)-Atomoxetine hydrochloride
  • Atomoxetine for impurity A identification
  • Atomoxetine hydrochloride solution
  • Atomoxetine Hydrochloride (125 mg)
  • Atomoxetine Hydrochloride Impurity
  • Benzenepropanamine,N-methyl-g-(2-methylphenoxy)-,hydrochloride,(R)-
  • Atomoxetine Hydrochloride IMP
  • Atazanavir HCl
  • Atomoxetine hydrochloride CRS
  • Atomoxetine Hydrochloride &gt
  • (R)-Atomoxetine HCl
  • Atomoxetine hydrochloride USP/EP/BP
  • Tomoxetine hydrochloride impurity
  • 82248-59-7
  • C17H21NOClH
  • Adrenoceptor
  • API
  • STRATTERA
  • Chiral Reagents
  • Pharmacetes & Fine Chemicalsuticals
  • Inhibitors
  • Atomoxetine
  • Heterocyclic Compounds
  • Active Pharmaceutical Ingredients