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10347-81-6

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10347-81-6 Usage

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

Uses

Different sources of media describe the Uses of 10347-81-6 differently. You can refer to the following data:
1. Antidepressant
2. estrogen, with progesterone as oral contraceptive
3. Maprotiline Hydrochloride has also been shown to block apoptosis of spiny neurons and inhibit SLC6A2.

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.

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

  • Brand
  • (Code)Product description
  • CAS number
  • Packaging
  • Price
  • Detail
  • 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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