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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$50.30
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$121.00
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$317.00
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$506.00
About This Item
Empirical Formula (Hill Notation):
C20H23N · HCl
CAS Number:
Molecular Weight:
313.86
NACRES:
NA.77
PubChem Substance ID:
UNSPSC Code:
12352200
EC Number:
208-964-6
MDL number:
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Product Name
Amitriptyline hydrochloride, ≥98% (TLC), powder
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
SMILES string
Cl[H].CN(C)CC\C=C1\c2ccccc2CCc3ccccc13
assay
≥98% (TLC)
form
powder
color
white to off-white
solubility
H2O: soluble, ethanol: soluble
originator
Bristol-Myers Squibb
storage temp.
2-8°C
Quality Level
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 | |||
|---|---|---|---|
| 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
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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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)
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
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
Gema Tarrasón et al.
Experimental dermatology, 26(11), 1105-1111 (2017-06-13)
Pruritus is a major symptom of several dermatological diseases but has limited therapeutic options available. Animal models replicating the pathophysiology of pruritus are needed to support the development of new drugs. Induction of pruritus by chloroquine (CQ) in mice is
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