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Key Documents

SML0535

Sigma-Aldrich

Sufentanil citrate

≥98% (HPLC)

Synonym(s):

N-[4-(Methoxymethyl)-1-[2-(2-thienyl)ethyl]-4-piperidinyl]-N-phenylpropanamide citrate, R-33800, Sufentanyl citrate

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About This Item

Empirical Formula (Hill Notation):
C22H30N2O2S · C6H8O7
CAS Number:
60561-17-3
Molecular Weight:
578.67
EC Number:
262-295-4
UNSPSC Code:
12352200
NACRES:
NA.77

Quality Level

100

Assay

≥98% (HPLC)

form

powder

drug control

USDEA Schedule II; regulated under CDSA - not available from Sigma-Aldrich Canada; estupefaciente (Spain); Decreto Lei 15/93: Tabela IA (Portugal)

storage condition

desiccated

color

white to beige

solubility

H2O: 1 mg/mL, clear

storage temp.

2-8°C

InChI

1S/C22H30N2O2S.C6H8O7/c1-3-21(25)24(19-8-5-4-6-9-19)22(18-26-2)12-15-23(16-13-22)14-11-20-10-7-17-27-20;7-3(8)1-6(13,5(11)12)2-4(9)10/h4-10,17H,3,11-16,18H2,1-2H3;13H,1-2H2,(H,7,8)(H,9,10)(H,11,12)

InChI key

OJCZPLDERGDQRJ-UHFFFAOYSA-N

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Biochem/physiol Actions

Sufentanil is a mu-opioid selective agonist, 10 times more potent than fentanyl, over 1000 times more potent than morphine. Sufentanil citrate is used as an analgesic and anesthesia adjunct. There are some differences in activity and selectivity among the mu-opiate agonist analgesics. Receptor-internalizing agonists like beta-endorphin, methadone, fentanyl, and sufentanil have been found to induce NADH/NADPH-mediated reactive oxygen species (ROS) synthesis via Phospholipase D-dependent signaling pathways whereas agonists like morphine that do not induce receptor endocytosis failed to activate ROS synthesis. In another report meperidine, remifentanil and tramadol were found to interact with alpha(2)-adrenoceptors, whereas sufentanil did not.

Pictograms

Skull and crossbones
GHS06

Signal Word

Danger

Hazard Statements

H300 + H310 + H330

Hazard Classifications

Acute Tox. 2 Dermal - Acute Tox. 2 Inhalation - Acute Tox. 2 Oral

Storage Class Code

6.1A - Combustible acute toxic Cat. 1 and 2 / very toxic hazardous materials

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

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Certificates of Analysis (COA)

Lot/Batch Number
073M4726V

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Criteria for use of fentanyl citrate, sufentanil citrate, and alfentanil hydrochloride.
G B Satterlee et al.
Clinical pharmacy, 10(8), 635-637 (1991-08-01)
C E Rosow
Pharmacotherapy, 4(1), 11-19 (1984-01-01)
Sufentanil citrate is a potent analogue of fentanyl that has been evaluated primarily for use in opioid anesthesia. It is a pure mu receptor agonist and produces the typical spectrum of opioid effects. The major side effects are truncal rigidity
T I Saari et al.
British journal of anaesthesia, 113(4), 677-687 (2014-07-09)
Our objective was to evaluate the effect of intensive care treatment on the protein binding of sufentanil and hydromorphone in cardiac surgery patients during postoperative analgesia using a target-controlled infusion (TCI) and patient-controlled analgesia (PCA). Fifty adult patients were enrolled

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