Basic information
- CAS
60561-17-3- Standard SMILES
CCC(=O)N(c1ccccc1)C1(COC)CCN(CCc2cccs2)CC1.O=C(O)CC(O)(CC(=O)O)C(=O)O- InChIKey
OJCZPLDERGDQRJ-UHFFFAOYSA-N- Molecular formula
- C28H38N2O9S
- Average molar mass
- 578.7 g/mol
- Monoisotopic mass
- 578.2298018
Overview
Sufentanil citrate is an anilide.
Names & identifiers
- Preferred name
- Sufentanil Citrate
- IUPAC
- 2-hydroxypropane-1,2,3-tricarboxylic acid;N-[4-(methoxymethyl)-1-(2-thiophen-2-ylethyl)piperidin-4-yl]-N-phenylpropanamide
- English name
- SUFENTANIL CITRATE
- Molecular formula
- C28H38N2O9S
- Molecular weight
- 578.68
Names & synonyms
Sufentanil citrate60561-17-3FentatienilSufentanil citrate ciiDTXSID5048928Sufenta Preservative FreeDSUVIAS9ZFX8403RR-33800DTXCID2028854N-(4-(Methoxymethyl)-1-(2-(2-thienyl)ethyl)-4-piperidyl)propionanilide citrateN-(4-(Methoxymethyl)-1-(2-(2-thienyl)ethyl)-4-piperidyl)-N-phenylpropionamide citrate
Show more names
r33800Sufentanil Forter30730citratesaltsufentanylcitrateSufentanyl CitratSUFENTANILCITRATE,USPSufentanil citrate saltRezvilutamide Impurity 38
SufentalRefChem:58797262-295-4Propanamide, N-(4-(methoxymethyl)-1-(2-(thienyl)ethyl)-4-piperidinyl)-N-phenyl-, 2-hydroxy-1,2,3-propanetricarboxylate(1:1)SufentaSufentanil (citrate)R 338002-hydroxypropane-1,2,3-tricarboxylic acid;N-[4-(methoxymethyl)-1-(2-thiophen-2-ylethyl)piperidin-4-yl]-N-phenylpropanamide
Database identifiers
- CAS
60561-17-3- PubChem CID
- 65494
- DTXSID
DTXSID5048928- ChEMBL
CHEMBL1201163- ChEBI
CHEBI:9317- UNII
- S9ZFX8403R
- EC Number
- 262-295-4
Properties
Computed structural properties
- Topological polar surface area
- 193 Ų
- Hydrogen bond donors
- 4
- Hydrogen bond acceptors
- 11
- Rotatable bonds
- 13
- Heavy atoms
- 40
- Formal charge
- 0
- Complexity
- 687
Experimental & physicochemical properties
Human Drugs
FDA approved drugs -> Active ingredient
FDA approved drugs -> Active ingredient
Physicochemical properties
- Melting point
- 96.6 C · 96.60C
- Flash point
- 9 ℃ · 9℃
- storage temp.
- -20 °C · -20°C Freezer
- solubility
- 2 O: · H2O: soluble1mg/mL, clear
- form
- powder
- color
- white to beige
- Stability
- Hygroscopic
- FDA UNII
- 9 ZFX8403R · S9ZFX8403R
- NCI Drug Dictionary
- Sufenta
- Symbol(GHS)
- 6 · GHS06
- Signal word
- Danger
- Hazard statements
- 300 · H300+H310+H330
- Precautionary statements
- 260 · P260-P262-P264-P280-P302+P352+P310-P304+P340+P310
- Hazard Codes
- T+,T,F
- Risk Statements
- 26 · 26/27/28-39/23/24/25-23/24/25-11
- Safety Statements
- 26 · 26-27-28-36/37/39-45-36/37-16-7
- RIDADR
- 3249 · 3249
- WGK Germany
- 3 · 3
- HazardClass
- 6.1 · 6.1(b)
- PackingGroup
- III
- HS Code
- 2934910000 · 2934910000
- Toxicity
- 50 intravenous · LD50 intravenous in dog: 14100ug/kg
Safety & regulation
GHS classification
GHS Classification
Danger
H300+H310+H330 (90.7%): Fatal if swallowed, in contact with skin or if inhaled [Danger Acute toxicity, oral; acute toxicity, dermal; acute toxicity, inhalation]
P260, P262, P264, P270, P271, P280, P284, P301+P316, P302+P352, P304+P340, P316, P320, P321, P330, P361+P364, P403+P233, P405, and P501 (click each P-code to see the statement)
Aggregated GHS information provided per 43 reports by companies from 5 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.
Hazard information
Other Safety InformationIMAP assessments - Propanamide, N-[4-(methoxymethyl)-1-[2-(2-thienyl)ethyl]-4-piperidinyl]-N-phenyl-, 2-hydroxy-1,2,3-propane tricarboxylate (1:1): Environment tier I assessment
Hazard Classes and CategoriesAcute Tox. 2 (100%)
Toxicology
Drug Induced Liver Injury
Drug Induced Liver Injury Rank (DILIrank 2.0)
Sufentanil citrate
vNo-DILI-concern
0
No match
DOI:10.1016/j.drudis.2016.02.015
Safety data
- wgk
- 3
- ridadr
- 3249
- hs_code
- 2934910000
- Toxicity
- LD50 intravenous in dog: 14100ug/kg
- risk_code
- 26/27/28-39/23/24/25-23/24/25-11
- Signal word
- Danger
- Symbol(GHS)
- GHS06
- hazard_code
- T+,T,F
- safety_code
- 26-27-28-36/37/39-45-36/37-16-7
- hazard_class
- 6.1(b)
- packing_group
- III
- Hazard statements
- H300+H310+H330
- Precautionary statements
- P260-P262-P264-P280-P302+P352+P310-P304+P340+P310
Chemistry & industry
Pharmacology
FDA Pharmacological Classification
SUFENTANIL CITRATE
Opioid Agonist [EPC]; Full Opioid Agonists [MoA]
MeSH Pharmacological Classification
Compounds with activity like OPIATE ALKALOIDS, acting at OPIOID RECEPTORS. Properties include induction of ANALGESIA or NARCOSIS.
Agents that are administered in association with anesthetics to increase effectiveness, improve delivery, or decrease required dosage.
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
UsesPotent derivative of Fentanyl. Analgesic (narcotic). Controlled substance (opiate)
General DescriptionSufentanil is a short acting synthetic opioid analgesic most commonly used for pain relief during medical operations. This certified solution standard is applicable to use in clinical toxicology, pain prescription monitoring, or forensic analysis by LC-MS/MS or GC/MS. Sufentanil is sold under the trade name Sufenta.
Additional notes
DefinitionChEBI: Sufentanil citrate is an anilide.
Related reactions
1 records
Compound notes
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