Alfentanil Hydrochloride
Basic information
- CAS
69049-06-5- Standard SMILES
CCC(=O)N(c1ccccc1)C1(COC)CCN(CCn2nnn(CC)c2=O)CC1.Cl- InChIKey
AQORHZJDCHLLJN-UHFFFAOYSA-N- Molecular formula
- C21H33ClN6O3
- Average molar mass
- 453 g/mol
- Monoisotopic mass
- 452.2302666
Overview
Alfentanil Hydrochloride is the hydrochloride salt of alfentanil, a synthetic short-acting opioid with analgesic and local anesthesia enhancing activity. Alfentanil primarily binds to mu-opioid receptor, a G-protein-coupled receptor, thereby mimicking the actions of morphine, the prototypical mu receptor agonist. This agent induces anti-nociception responses mediated through inhibiting the release of various neurotransmitters such as substance P, GABA, dopamine, acetylcholine and noradrenaline; in addition, the release of vasopressin, somatostatin, insulin and glucagon are also inhibited.
Names & identifiers
- Preferred name
- Alfentanil Hydrochloride
- IUPAC
- N-[1-[2-(4-ethyl-5-oxotetrazol-1-yl)ethyl]-4-(methoxymethyl)piperidin-4-yl]-N-phenylpropanamide;hydrochloride
- English name
- Alfentanil hydrochloride
- Molecular formula
- C21H33ClN6O3
- Molecular weight
- 452.98
Names & synonyms
Alfentanil hydrochlorideDTXSID0048927R 39209333JTI7A2MDTXCID7028853R 39,209R-39,209DTXSID50221107Rapifen diluteRapifen concRapifen intensive careRefChem:58053
Show more names
D00835Alfenta (tn)Alfentanyl HydrochlorideAQORHZJDCHLLJN-UHFFFAOYSA-NAlfentanil hydrochloride (usp)Alfentanil hydrochloride solutionAlfentanilHydrochloride(1.0mg/mLinMethanol)Alfentanil Hydrochloride (1 mg/mL in Methanol)Methanol(test AlfentanilHCl,1.0mg/mLasfreebase)
DTXCID1014359811S92G0TIW70879-28-6Alfentanil hydrochloride monohydrate69049-06-5AlfentaAlfentanil HClAlfentanil hydrochloride [USAN]
Database identifiers
- CAS
Properties
Computed structural properties
- Topological polar surface area
- 81.1 Ų
- Hydrogen bond donors
- 1
- Hydrogen bond acceptors
- 6
- Rotatable bonds
- 9
- Heavy atoms
- 31
- Formal charge
- 0
- Complexity
- 614
Experimental & physicochemical properties
Human Drugs
FDA approved drugs -> Active ingredient
FDA approved drugs -> Active ingredient
Physicochemical properties
- Melting point
- 92 · 92-94C
- Flash point
- 9 ℃ · 9℃
- storage temp.
- -20 °C · Controlled Substance, -20°C Freezer
- solubility
- Freely soluble in water, in ethanol (96 per cent) and in methanol.
- form
- A crystalline solid
- Stability
- Hygroscopic
- FDA UNII
- 333 JTI7A2M · 333JTI7A2M
- NCI Drug Dictionary
- alfentanil hydrochloride
- Symbol(GHS)
- 2 · GHS02,GHS06,GHS08
- Signal word
- Danger
- Hazard statements
- 225 · H225-H301+H311+H331-H370
- Precautionary statements
- 210 · P210-P280-P302+P352+P312-P304+P340+P312-P370+P378-P403+P235
Safety & regulation
Safety information is for reference only and does not replace the supplier’s Safety Data Sheet (SDS), applicable regulations, or professional assessment.
GHS classification
GHS Classification
This chemical does not meet GHS hazard criteria for 2.1% (1 of 47) of reports.
Danger
H300 (17%): Fatal if swallowed [Danger Acute toxicity, oral]
P260, P261, P262, P264, P270, P271, P280, P284, P301+P316, P302+P352, P304+P340, P316, P319, P320, P321, P330, P361+P364, P403+P233, P405, and P501 (click each P-code to see the statement)
Aggregated GHS information provided per 47 reports by companies from 4 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.
Hazard information
Other Safety InformationIMAP assessments - Propanamide, N-[1-[2-(4-ethyl-4,5-dihydro-5-oxo-1H-tetrazol-1-yl)ethyl]-4-(methoxymethyl)-4-piperidinyl]-N-phenyl-, monohydrochloride: Environment tier I assessment
Hazard Classes and CategoriesAcute Tox. 2 (17%)
Toxicology
Drug Induced Liver Injury
Drug Induced Liver Injury Rank (DILIrank 2.0)
Alfentanil hydrochloride
vNo-DILI-concern
0
No match
DOI:10.1016/j.drudis.2016.02.015
Safety data
- wgk
- 2
- ridadr
- UN1230 - class 3 - PG 2 - Methanol, solution
- risk_code
- 11-23/24/25-39/23/24/25
- Signal word
- Danger
- Symbol(GHS)
- GHS02,GHS06,GHS08
Chemistry & industry
Pharmacology
MeSH Pharmacological Classification
Compounds with activity like OPIATE ALKALOIDS, acting at OPIOID RECEPTORS. Properties include induction of ANALGESIA or NARCOSIS.
Agents that induce NARCOSIS. Narcotics include agents that cause somnolence or induced sleep (STUPOR); natural or synthetic derivatives of OPIUM or MORPHINE or any substance that has such effects. They are potent inducers of ANALGESIA and OPIOID-RELATED DISORDERS.
Ultrashort-acting anesthetics that are used for induction. Loss of consciousness is rapid and induction is pleasant, but there is no muscle relaxation and reflexes frequently are not reduced adequately. Repeated administration results in accumulation and prolongs the recovery time. Since these agents have little if any analgesic activity, they are seldom used alone except in brief minor procedures. (From AMA Drug Evaluations Annual, 1994, p174)
Applications
DescriptionAlfentanil is a narcotic analgesic with a more rapid onset and shorter duration of action than its structural relative fentanyl. The primary utility of alfentanil is in surgical analgesia/anesthesia, especially for cardiac compromised patients and in procedures of short duration.
DescriptionAlfentanil (hydrochloride) (Item No. 19292) is an analytical reference standard characterized as an opioid. Alfentanil is regulated as a Schedule II compound in the United States. This product is intended for research and forensic applications.
UsesAn opioid analgesic receptor agonist for pain treatment. Tetrazole derivative of Fentanyl. Analgesic (narcotic). Controlled substance (opiate)
Upstream & downstream products
Upstream raw materials
Related reactions
2 records
Compound notes
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