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10347-81-6

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10347-81-6 Usage

Description

Maprotiline hydrochloride, also known as N-methyl-9,10-ethanoanthracene-9(10H)-propanamine hydrochloride (Ludiomil), is a tetracyclic antidepressant that is chemically distinct from traditional tricyclic antidepressants. It is a dibenzobicyclooctadiene and can be viewed as a tricyclic antidepressant with an ethylene-bridged central ring. Maprotiline hydrochloride is not strongly anticholinergic and possesses stimulant properties, as well as effects on the cardiovascular system. It is classified as a serotonin-norepinephrine reuptake inhibitor (SNERI) and exhibits binding affinity to the norepinephrine transporter (NET) and the 5-HT2A receptor subtype, among others.

Uses

Used in Pharmaceutical Industry:
Maprotiline hydrochloride is used as an antidepressant for the treatment of depression and anxiety disorders. It functions by inhibiting the reuptake of norepinephrine in the brain and peripheral tissues, thereby increasing the levels of this neurotransmitter and alleviating depressive symptoms.
Used in Hormonal Contraceptives:
Maprotiline hydrochloride is also used in combination with progesterone as an oral contraceptive. Its estrogenic properties, when used in conjunction with progesterone, help to prevent ovulation and fertilization, providing a method of birth control.
Used in Neuroprotection:
Maprotiline hydrochloride has been shown to block apoptosis of spiny neurons and inhibit the solute carrier family 6 member 2 (SLC6A2), which may have implications for neuroprotection and the treatment of neurodegenerative diseases.
Used in Antiviral Research:
Maprotiline (20 μM) has demonstrated the ability to prevent 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. This suggests potential applications in antiviral research and the development of treatments for viral infections.
Chemical Properties:
Maprotiline hydrochloride is a crystalline solid, which is an important characteristic for its formulation and use in pharmaceutical products.

Therapeutic Function

Antidepressant

Biological Activity

Selective noradrenalin re-uptake inhibitor.

Check Digit Verification of cas no

The CAS Registry Mumber 10347-81-6 includes 8 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 5 digits, 1,0,3,4 and 7 respectively; the second part has 2 digits, 8 and 1 respectively.
Calculate Digit Verification of CAS Registry Number 10347-81:
(7*1)+(6*0)+(5*3)+(4*4)+(3*7)+(2*8)+(1*1)=76
76 % 10 = 6
So 10347-81-6 is a valid CAS Registry Number.
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+;

10347-81-6 Well-known Company Product Price

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  • (Code)Product description
  • CAS number
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  • TCI America

  • (M2527)  Maprotiline Hydrochloride  >98.0%(HPLC)(T)

  • 10347-81-6

  • 1g

  • 790.00CNY

  • Detail
  • TCI America

  • (M2527)  Maprotiline Hydrochloride  >98.0%(HPLC)(T)

  • 10347-81-6

  • 5g

  • 2,650.00CNY

  • Detail
  • Sigma-Aldrich

  • (M0206000)  Maprotiline hydrochloride  European Pharmacopoeia (EP) Reference Standard

  • 10347-81-6

  • M0206000

  • 1,880.19CNY

  • Detail
  • USP

  • (1375207)  Maprotiline hydrochloride  United States Pharmacopeia (USP) Reference Standard

  • 10347-81-6

  • 1375207-200MG

  • 4,588.74CNY

  • Detail
  • Cerilliant

  • (M-920)  Maprotiline hydrochloride solution  1.0 mg/mL in methanol (as free base), ampule of 1 mL, certified reference material

  • 10347-81-6

  • M-920-1ML

  • 409.50CNY

  • Detail

10347-81-6SDS

SAFETY DATA SHEETS

According to Globally Harmonized System of Classification and Labelling of Chemicals (GHS) - Sixth revised edition

Version: 1.0

Creation Date: Aug 10, 2017

Revision Date: Aug 10, 2017

1.Identification

1.1 GHS Product identifier

Product name Maprotiline Hydrochloride

1.2 Other means of identification

Product number -
Other names 9-(γ-Methylaminopropyl)-9,10-dihydro-9,10-ethanoanthracene Hydrochloride

1.3 Recommended use of the chemical and restrictions on use

Identified uses For industry use only.
Uses advised against no data available

1.4 Supplier's details

1.5 Emergency phone number

Emergency phone number -
Service hours Monday to Friday, 9am-5pm (Standard time zone: UTC/GMT +8 hours).

More Details:10347-81-6 SDS

10347-81-6Synthetic route

maprotiline hydrochloride
10347-81-6

maprotiline hydrochloride

p-benzoquinone
106-51-4

p-benzoquinone

N-Methyl-3-(9,10-dihydro-9,10-ethano-anthr-9-yl)-propylamino-1,4-benzochinon

N-Methyl-3-(9,10-dihydro-9,10-ethano-anthr-9-yl)-propylamino-1,4-benzochinon

Conditions
ConditionsYield
In dichloromethane for 24h; Ambient temperature;90%
maprotiline hydrochloride
10347-81-6

maprotiline hydrochloride

Desmethylmaprotiline
5721-37-9

Desmethylmaprotiline

Conditions
ConditionsYield
With human liver microsomes; NADPH-generating system In phosphate buffer at 37℃; for 0.25h; pH=7.4; Enzyme kinetics; Further Variations:; Solvents;
maprotiline hydrochloride
10347-81-6

maprotiline hydrochloride

2,5-Bis--1,4-benzochinon

2,5-Bis--1,4-benzochinon

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: 90 percent / CH2Cl2 / 24 h / Ambient temperature
2: CH2Cl2 / Ambient temperature
View Scheme

10347-81-6Upstream product

10347-81-6Downstream Products

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