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Amitriptyline (hydrochloride) (Standard)

CAT: 0804-HY-B0527AR-01Size: 10 mgDry Ice: NoHazardous: No
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CAT#:0804-HY-B0527AR-01Size:10 mg
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Description
Amitriptyline hydrochloride (Standard) is the analytical standard of Amitriptyline hydrochloride. This product is intended for research and analytical applications. Amitriptyline hydrochloride is an orally active tricyclic antidepressant (TCA). Amitriptyline hydrochloride mainly exerts its antidepressant effect by blocking SERT (Ki = 3.45 nM) and NET (Ki = 13.3 nM), thereby increasing the concentrations of 5-hydroxytryptamine (5-HT) and norepinephrine (NE) in the synaptic cleft. Amitriptyline hydrochloride is also an agonist at α2A and TrkA/TrkB receptors, thereby exerting analgesic and neurotrophic activities (inhibiting cell apoptosis). Amitriptyline hydrochloride can reduce inflammation, angiogenesis and fibrosis. Amitriptyline hydrochloride binds to DAT (with Ki = 2.58 μM). Amitriptyline hydrochloride has high affinity for a series of receptors and can antagonize muscarinic cholinergic receptors (M1/M2/M3/M4/M5 receptors) (Ki = 11-24 nM), H1 receptors (Ki = 0.5-1.1 nM), adrenergic α1 receptors (Ki = 4.4 nM), etc., resulting in a series of side effects. Amitriptyline hydrochloride can block sodium channels and hERG potassium channel (IC50 = 4.78 μM) and it has cardiotoxicity.
CAS Number
549-18-8
UNSPSC
12352005
Hazard Statement
H301, H319, H410
Target
5-HT Receptor; Adrenergic Receptor; Apoptosis; Dopamine Transporter; Histamine Receptor; mAChR; Potassium Channel; Reference Standards; Serotonin Transporter; Sodium Channel; Trk Receptor
Type
Reference Standards
Related Pathways
Apoptosis; GPCR/G Protein; Immunology/Inflammation; Membrane Transporter/Ion Channel; Neuronal Signaling; Others; Protein Tyrosine Kinase/RTK
Field of Research
Endocrinology; Inflammation/Immunology; Neurological Disease
Assay Protocol
https://www.medchemexpress.com/amitriptyline-hydrochloride-standard.html
Purity
99.03
Smiles
CN(C)CC/C=C1C2=CC=CC=C2CCC3=C\1C=CC=C3.Cl
Molecular Formula
C20H24ClN
Molecular Weight
313.86
Precautions
H301, H319, H410
Shipping Conditions
Room Temperature
Storage Conditions
4°C, sealed storage, away from light and moisture
Scientific Category
Reference Standards
Clinical Information
Launched
Isoform
TrkA; TrkB

Chemical Information

Amitriptyline Hydrochloride

Amitriptyline hydrochloride is an organic tricyclic compound.

CAS Number549-18-8
PubChem CID11065
IUPAC NameN,N-dimethyl-3-(2-tricyclo[9.4.0.03,8]pentadeca-1(15),3,5,7,11,13-hexaenylidene)propan-1-amine;hydrochloride
Molecular FormulaC20H24ClN
Molecular Weight313.9
Topological Polar Surface Area3.2
Hydrogen Bond Donor Count1
Hydrogen Bond Acceptor Count1
Rotatable Bond Count3
Heavy Atom Count22
Formal Charge0
Complexity331
SMILES
CN(C)CCC=C1C2=CC=CC=C2CCC3=CC=CC=C31.Cl
InChI
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
InChIKey
KFYRPLNVJVHZGT-UHFFFAOYSA-N
Chemical Structure
2D Structure
2D structure of Amitriptyline Hydrochloride
CAS: 549-18-8
CID: 11065
Formula: C20H24ClN
MW: 313.9
Interactive 3D Structure
Loading 3D structure...
Computed Properties
PropertyValue
Molecular Weight313.9
Hydrogen Bond Donor Count1
Hydrogen Bond Acceptor Count1
Rotatable Bond Count3
Exact Mass313.1597275
Monoisotopic Mass313.1597275
Topological Polar Surface Area3.2 Ų
Heavy Atom Count22
Formal Charge0
Complexity331
Isotope Atom Count0
Defined Atom Stereocenter Count0
Undefined Atom Stereocenter Count0
Defined Bond Stereocenter Count0
Undefined Bond Stereocenter Count0
Covalently-Bonded Unit Count2
Compound Is CanonicalizedYes