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Fentanyl Hydrochloride

CAT: 0572-TRC-F275010-250MGSize: 250 mgDry Ice: NoHazardous: Yes
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CAT#:0572-TRC-F275010-250MGSize:250 mg
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24/48H Stock Items & 2 to 6 Weeks non Stock Items.
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CAS Number
1443-54-5
Synonyms
Propanamide, N-phenyl-N-[1-(2-phenylethyl)-4-piperidinyl]-, hydrochloride (1:1); Propanamide, N-phenyl-N-[1-(2-phenylethyl)-4-piperidinyl]-, monohydrochloride (9CI); Propionanilide, N-(1-phenethyl-4-piperidyl)-, hydrochloride (7CI); Propionanilide, N-(1-phenethyl-4-piperidyl)-, monohydrochloride (8CI); 1-Phenethyl-4-(N-phenylpropionamido)piperidine hydrochloride; Fentanyl hydrochloride; N-(1-Phenethyl-4-piperidyl)propionanilide hydrochloride
Hazard Statement
Fatal if swallowed; UN number: UN2811; Packing Group: I
Purity
>95% (HPLC)
Smiles
Cl.CCC(=O)N(C1CCN(CCc2ccccc2)CC1)c3ccccc3
Molecular Formula
C22 H28 N2 O . Cl H
Molecular Weight
372.93
InChI
InChI=1S/C22H28N2O.ClH/c1-2-22(25)24(20-11-7-4-8-12-20)21-14-17-23(18-15-21)16-13-19-9-5-3-6-10-19;/h3-12,21H,2,13-18H2,1H3;1H
Additionnal Information
IUPAC name: N-phenyl-N-[1-(2-phenylethyl)piperidin-4-yl]propanamide;hydrochloride
Shipping Conditions
Room Temperature
Storage Conditions
-20°C

Chemical Information

Fentanyl Hydrochloride

Fentanyl Hydrochloride is the hydrochloride salt form of fentanyl, a synthetic, lipophilic phenylpiperidine opioid agonist with analgesic and anesthetic properties. Fentanyl selectively binds to the mu-receptor in the central nervous system (CNS) thereby mimicking the effects of endogenous opiates. Stimulation of the mu-subtype opioid receptor stimulates the exchange of GTP for GDP on the G-protein complex and subsequently inhibits adenylate cyclase. This results in a decrease in intracellular cAMP and leads to a reduction in the release of neurotransmitters such as substance P, GABA, dopamine, acetylcholine and noradrenaline. The analgesic effect of fentanyl is likely due to its metabolite morphine, which induces opening of G-protein-coupled inwardly rectifying potassium (GIRK) channels and blocks the opening of N-type voltage-gated calcium channels, thereby resulting in hyperpolarization and reduced neuronal excitability.

CAS Number1443-54-5
PubChem CID83932
IUPAC NameN-phenyl-N-[1-(2-phenylethyl)piperidin-4-yl]propanamide;hydrochloride
Molecular FormulaC22H29ClN2O
Molecular Weight372.9
Topological Polar Surface Area23.6
Hydrogen Bond Donor Count1
Hydrogen Bond Acceptor Count2
Rotatable Bond Count6
Heavy Atom Count26
Formal Charge0
Complexity391
SMILES
CCC(=O)N(C1CCN(CC1)CCC2=CC=CC=C2)C3=CC=CC=C3.Cl
InChI
InChI=1S/C22H28N2O.ClH/c1-2-22(25)24(20-11-7-4-8-12-20)21-14-17-23(18-15-21)16-13-19-9-5-3-6-10-19;/h3-12,21H,2,13-18H2,1H3;1H
InChIKey
LHCBOXPPRUIAQT-UHFFFAOYSA-N
Chemical Structure
2D Structure
2D structure of Fentanyl Hydrochloride
CAS: 1443-54-5
CID: 83932
Formula: C22H29ClN2O
MW: 372.9
Interactive 3D Structure
Loading 3D structure...
View on PubChemRaw 3D data
Computed Properties
PropertyValue
Molecular Weight372.9
Hydrogen Bond Donor Count1
Hydrogen Bond Acceptor Count2
Rotatable Bond Count6
Exact Mass372.1968412
Monoisotopic Mass372.1968412
Topological Polar Surface Area23.6 Ų
Heavy Atom Count26
Formal Charge0
Complexity391
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

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CS-TB-51381Fentanyl Hydrochloride
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CS-O-52483Fentanyl-D5 Hydrochloride
FT28213-01Thienyl fentanyl hydrochloride
BAA44343-01β-Methyl fentanyl hydrochloride
CS-BX-00496β-hydroxy Fentanyl hydrochloride
TYD-02586-01Furanyl fentanyl hydrochloride
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