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Maprotiline hydrochloride

Product Name
Maprotiline hydrochloride
CAS No.
10347-81-6
Chemical Name
Maprotiline hydrochloride
Synonyms
ba34276;Psymion;Maprolu;Deprilept;ciba34276ba;LUDIOMIL HCL;Ludiomil tab;Einecs 233-758-8;Ludiomil comprimes;ciba34276hydrochloride
CBNumber
CB6297617
Molecular Formula
C20H24ClN
Formula Weight
313.86
MOL File
10347-81-6.mol
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Maprotiline hydrochloride Property

Melting point:
230-232°C
Flash point:
9℃
storage temp. 
2-8°C
solubility 
H2O: 50 mg/mL
form 
powder
color 
white
Water Solubility 
Soluble to 50mg/ml in water. Soluble in ethanol at 10mM
Merck 
14,5748
InChI
InChI=1/C20H23N.ClH/c1-21-14-6-12-20-13-11-15(16-7-2-4-9-18(16)20)17-8-3-5-10-19(17)20;/h2-5,7-10,15,21H,6,11-14H2,1H3;1H/t15-,20+;
InChIKey
NZDMFGKECODQRY-ZLYMRNBRNA-N
SMILES
[C@@]12(CCCNC)CC[C@@]([H])(C3C=CC=CC1=3)C1C=CC=CC2=1.Cl |&1:0,8,r|
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Safety

Hazard Codes 
Xn,T,F
Risk Statements 
22-39/23/24/25-23/24/25-11
Safety Statements 
7-16-36/37-45
RIDADR 
3249
WGK Germany 
3
RTECS 
KJ4555000
HazardClass 
6.1(b)
PackingGroup 
III
HS Code 
2921490002
Toxicity
LD50 in mice, rats (mg/kg): ~750, ~900 orally (Hess)
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Warning
Hazard statements

H302Harmful if swallowed

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N-Bromosuccinimide Price

Sigma-Aldrich
Product number
PHR3033
Product name
Maprotiline Hydrochloride
Purity
pharmaceutical secondary standard, certified reference material
Packaging
500MG
Price
$173
Updated
2024/03/01
Sigma-Aldrich
Product number
M-920
Product name
Maprotiline hydrochloride solution
Purity
1.0?mg/mL in methanol (as free base), ampule of 1?mL, certified reference material, Cerilliant?
Packaging
1mL
Price
$49
Updated
2024/03/01
Sigma-Aldrich
Product number
1375207
Product name
Maprotiline hydrochloride
Purity
United States Pharmacopeia (USP) Reference Standard
Packaging
200mg
Price
$235.8
Updated
2024/03/01
TCI Chemical
Product number
M2527
Product name
Maprotiline Hydrochloride
Purity
>98.0%(HPLC)(T)
Packaging
1g
Price
$76
Updated
2024/03/01
TCI Chemical
Product number
M2527
Product name
Maprotiline Hydrochloride
Purity
>98.0%(HPLC)(T)
Packaging
5g
Price
$261
Updated
2024/03/01
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Maprotiline hydrochloride Chemical Properties,Usage,Production

Description

Maprotiline is a tricyclic antidepressant. It binds to the norepinephrine transporter (NET; Kd = 11 nM) and is selective for NET over the serotonin (5-HT) and dopamine transporters (Kds = 5,800 and 1,000 nM, respectively). Maprotiline also binds to the 5-HT receptor subtype 5-HT2A (KI = 51 nM), as well as histamine H1, muscarinic acetylcholine, α1-adrenergic, and dopamine D2 receptors (Kds = 2, 570, 90, and 350 nM, respectively). In vivo, maprotiline inhibits norepinephrine reuptake in rat brain and peripheral tissues. It reduces isolation-induced aggressive behavior and inhibits electrical foot-shock stimulation-induced belligerence in mice when administered at doses ranging from 3 to 10 mg/kg. Maprotiline (20 μM) prevents acid sphingomyelinase activation and subsequent ceramide release induced by infection with replication-deficient vesicular stomatitis virus pseudoviral particles (pp-VSV) presenting the severe acute respiratory coronavirus 2 (SARS-CoV-2) spike protein in Vero cells, an effect that can be overcome with exogenous application of C16 ceramide . Formulations containing maprotiline have been used in the treatment of depression and anxiety. This product is also available as an analytical reference material (Item Nos. 32702 | 33077).

Chemical Properties

Crystalline Solid

Originator

Maprotiline hydrochloride ,Mylan

Uses

Antidepressant

Uses

estrogen, with progesterone as oral contraceptive

Uses

Maprotiline Hydrochloride has also been shown to block apoptosis of spiny neurons and inhibit SLC6A2.

Definition

ChEBI: Maprotiline hydrochloride is a member of anthracenes.

Manufacturing Process

9-(3-Hydroxypropyl)anthracene was prepared by reduction of 3-(9-anthryl) propionic acid with LiAlH4. By action of thionylchloride and then methylamine the 9-(3-hydroxypropyl)anthracene was converted to 9-(3-methylaminopropyl) anthracene. By addition of ethylene to 9-(3-methylaminopropyl)anthracene (at 150°C, a pressure of ethylene 50 atm, 24 hours) was obtained 3-(9,10- dihydro-9,10-ethanoanthracene-9-yl)-N-methylpropylamine. Hydrochloride 3- (9,10-dihydro-9,10-ethanoanthracene-9-yl)-N-methylpropylamine may be prepared by action hydrochloric acid.

Therapeutic Function

Antidepressant

General Description

Maprotiline hydrochloride, N-methyl-9,10-ethanoanthracene-9(10H)-propanamine hydrochloride (Ludiomil), is sometimesdescribed as a tetracyclic rather than a tricyclic antidepressant.The description is chemically accurate, but the compound,nonetheless, conforms to the overall TCA pharmacophore. Itis a dibenzobicyclooctadiene and can be viewed as a TCAwith an ethylene-bridged central ring. The compound is notstrongly anticholinergic and has stimulant properties. It canhave effects on the cardiovascular system. It is a SNERI.

Biological Activity

Selective noradrenalin re-uptake inhibitor.

Maprotiline hydrochloride Preparation Products And Raw materials

Raw materials

Preparation Products

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Maprotiline hydrochloride Suppliers

BOC Sciences
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View Lastest Price from Maprotiline hydrochloride manufacturers

shandong perfect biotechnology co.ltd
Product
Maprotiline Hydrochloride 10347-81-6
Price
US $0.00-0.00/kg
Min. Order
1kg
Purity
98% HPLC
Supply Ability
1000kg
Release date
2023-07-06
Xiamen Wonderful Bio Technology Co., Ltd.
Product
Maprotiline Hydrochloride 10347-81-6
Price
US $30.00/kg
Min. Order
1kg
Purity
99%
Supply Ability
6000
Release date
2023-06-06
Baoji Guokang Healthchem co.,ltd
Product
Maprotiline hydrochloride 10347-81-6
Price
US $71.40-365.10/g
Min. Order
1g
Purity
99%
Supply Ability
500g
Release date
2021-06-07

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