This product is not tested for Nitrosamine content. This product is research use only. Test specifications for this product is listed on the lot-specific Certificate of Analysis. Please navigate to the ‘DOCUMENTATION’ section of the Product Detail Page to access a Certificate under ‘Certificate of Analysis’:
https://www.sigmaaldrich.com/product/sigma/a8404#product-documentation
A8404
Amitriptyline hydrochloride
≥98% (TLC), norepinephrine and serotonin transporter inhibitor, powder
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10 G
$50.30
25 G
$121.00
100 G
$269.45
250 G
$430.10
About This Item
Empirical Formula (Hill Notation):
C20H23N · HCl
CAS Number:
Molecular Weight:
313.86
EC Number:
MDL number:
UNSPSC Code:
12352200
PubChem Substance ID:
NACRES:
NA.77
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Product Name
Amitriptyline hydrochloride, ≥98% (TLC), powder
Quality Level
assay
≥98% (TLC)
form
powder
color
white to off-white
solubility
H2O: soluble
ethanol: soluble
originator
Bristol-Myers Squibb
storage temp.
2-8°C
SMILES string
Cl[H].CN(C)CC\C=C1\c2ccccc2CCc3ccccc13
InChI
1S/C20H23N.ClH/c1-21(2)15-7-12-20-18-10-5-3-8-16(18)13-14-17-9-4-6-11-19(17)20;/h3-6,8-12H,7,13-15H2,1-2H3;1H
InChI key
KFYRPLNVJVHZGT-UHFFFAOYSA-N
Gene Information
human ... CHRM1(1128), CHRM2(1129), CHRM3(1131), CHRM4(1132), CHRM5(1133), SLC6A2(6530), SLC6A4(6532)
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Related Categories
1 of 4
This Item | D3900 | G8134 | L1011 |
|---|---|---|---|
| form powder | form powder | form powder | form powder |
| assay ≥98% (TLC) | assay ≥98% (TLC) | assay ≥98% (TLC) | assay >98% (TLC) |
| Quality Level 200 | Quality Level 100 | Quality Level 200 | Quality Level 200 |
| storage temp. 2-8°C | storage temp. 2-8°C | storage temp. 2-8°C | storage temp. - |
| solubility H2O: soluble, ethanol: soluble | solubility H2O: 50 mg/mL | solubility H2O: 100 mg/mL, ethanol: soluble | solubility H2O: soluble, ethanol: soluble |
| originator Bristol-Myers Squibb | originator Sanofi Aventis | originator - | originator Schering Plough |
Application
Amitriptyline hydrochloride has been used:
- as an antidepressant to study its effects on social behavior and memory in transgenic for acid sphingomyelinase (t-ASM) mice[1]
- as a tricyclic antidepressant to analyze its effects on glucocorticoid receptor function in whole human blood[2]
- as an anti-depressant to study its effects on scratching and locomotion behavior in chloroquine-induced mouse[3]
Biochem/physiol Actions
Amitriptyline hydrochloride shows therapeutic effects against anxiety, maniac depression, and involutional melancholia.[4] It possesses antihistaminic, anticholinergic, and antiserotonimic properties.[5] Amitriptyline hydrochloride acts as an amphiphilic agent and exhibits neuroleptic activity.[4]
Tricyclic antidepressant; inhibits the norepinephrine and serotonin transporters with Kis of 100 nM and 14.7 nM, respectively; high in vitro affinity for α1-adrenoceptors, serotonin and muscarinic acetylcholine receptors.
Tricyclic antidepressant; norepinephrine and serotonin transporter inhibitor; high in vitro affinity for α1-adrenoceptors, serotonin and muscarinic acetylcholine receptors.
Features and Benefits
Shelf-life of the powder is at least three years.
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Product No.
Description
Pricing
signalword
Danger
hcodes
Hazard Classifications
Acute Tox. 3 Oral - Aquatic Acute 1 - Aquatic Chronic 1 - Eye Irrit. 2 - Repr. 2
Storage Class
6.1C - Combustible acute toxic Cat.3 / toxic compounds or compounds which causing chronic effects
wgk_germany
WGK 3
flash_point_f
Not applicable
flash_point_c
Not applicable
ppe
Eyeshields, Faceshields, Gloves, type P3 (EN 143) respirator cartridges
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Nadine Beckmann et al.
Cellular physiology and biochemistry : international journal of experimental cellular physiology, biochemistry, and pharmacology, 43(4), 1460-1471 (2017-10-17)
Rheumatoid arthritis is a chronic autoimmune disease hallmarked by inflammation in synovial joints. Treatment is hampered by the lack of a cure and current disease-modifying drugs are associated with potentially severe toxicities. We investigated arthritis severity by measuring joint swelling
Neha Maurya et al.
Journal of biomolecular structure & dynamics, 35(6), 1367-1380 (2016-05-05)
Herein, we have explored the interaction between amitriptyline hydrochloride (AMT) and hemoglobin (Hb), using steady-state and time-resolved fluorescence spectroscopy, UV-visible spectroscopy, and circular dichroism spectroscopy, in combination with molecular docking and molecular dynamic (MD) simulation methods. The steady-state fluorescence reveals
Iulia Zoicas et al.
PloS one, 11(9), e0162498-e0162498 (2016-09-07)
Major depressive disorder is often associated with deficits in social and cognitive functioning. Mice transgenic for acid sphingomyelinase (t-ASM) were previously shown to have a depressive-like phenotype, which could be normalized by antidepressant treatment. Here, we investigated whether t-ASM mice
Flow injection potentiometric determination of amitriptyline hydrochloride
El-Nashar R M, et al.
Microchemical Journal, Devoted to the Application of Microtechniques in All Branches of Science, 78(2), 107-113 (2004)
L A Carvalho et al.
European neuropsychopharmacology : the journal of the European College of Neuropsychopharmacology, 20(6), 379-387 (2010-03-17)
Clinical studies have demonstrated an impairment of glucocorticoid receptor (GR)-mediated negative feedback on the hypothalamic-pituitary-adrenal (HPA) axis in patients with major depression (GR resistance), and its resolution by antidepressant treatment. Recently, we showed that this impairment is indeed due to
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