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Merck

F3886

Sigma-Aldrich

Fentanyl citrate salt

Synonym(e):

N-Phenyl-N-[1-(2-phenylethyl)-4-piperidinyl]propanamide citrate salt

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About This Item

Empirische Formel (Hill-System):
C22H28N2O · C6H8O7
CAS-Nummer:
Molekulargewicht:
528.59
EG-Nummer:
MDL-Nummer:
UNSPSC-Code:
12352200
PubChem Substanz-ID:
NACRES:
NA.77

Arzneimittelkontrolle

USDEA Schedule II; Home Office Schedule 2; stupéfiant (France); kontrollierte Droge in Deutschland; regulated under CDSA - not available from Sigma-Aldrich Canada; estupefaciente (Spain); Decreto Lei 15/93: Tabela IA (Portugal)

SMILES String

OC(=O)CC(O)(CC(O)=O)C(O)=O.CCC(=O)N(C1CCN(CC1)CCc2ccccc2)c3ccccc3

InChI

1S/C22H28N2O.C6H8O7/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;7-3(8)1-6(13,5(11)12)2-4(9)10/h3-12,21H,2,13-18H2,1H3;13H,1-2H2,(H,7,8)(H,9,10)(H,11,12)

InChIKey

IVLVTNPOHDFFCJ-UHFFFAOYSA-N

Angaben zum Gen

human ... OPRM1(4988)

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Biochem./physiol. Wirkung

Phenylpiperidine analgesic that is 80 times more potent than morphine as an analgesic and 6000 times more potent than morphine as a μ opioid receptor agonist.

Piktogramme

Skull and crossbones

Signalwort

Danger

Gefahreneinstufungen

Acute Tox. 1 Dermal - Acute Tox. 1 Inhalation - Acute Tox. 2 Oral - STOT SE 3

Zielorgane

Central nervous system

Lagerklassenschlüssel

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

WGK

WGK 3

Flammpunkt (°F)

Not applicable

Flammpunkt (°C)

Not applicable

Persönliche Schutzausrüstung

Eyeshields, Faceshields, Gloves, type P3 (EN 143) respirator cartridges


Analysenzertifikate (COA)

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Willem M Otte et al.
Journal of cerebral blood flow and metabolism : official journal of the International Society of Cerebral Blood Flow and Metabolism, 35(8), 1358-1367 (2015-05-15)
Hemispherectomy is often followed by remarkable recovery of cognitive and motor functions. This reflects plastic capacities of the remaining hemisphere, involving large-scale structural and functional adaptations. Better understanding of these adaptations may (1) provide new insights in the neuronal configuration
Anouk Wezel et al.
Atherosclerosis, 241(2), 289-296 (2015-06-13)
Activated mast cells have been identified in the intima and perivascular tissue of human atherosclerotic plaques. As mast cells have been described to release a number of chemokines that mediate leukocyte fluxes, we propose that activated mast cells may play
Jennifer D Zwicker et al.
Journal of applied physiology (Bethesda, Md. : 1985), 117(8), 857-868 (2014-08-12)
Opioids activate glia in the central nervous system in part by activating the toll-like receptor 4 (TLR4)/myeloid differentiation 2 (MD2) complex. TLR4/MD2-mediated activation of glia by opioids compromises their analgesic actions. Glial activation is also hypothesized as pivotal in opioid-mediated
Houssam G Kotrach et al.
Journal of applied physiology (Bethesda, Md. : 1985), 118(11), 1406-1414 (2015-06-03)
Few therapies exist for the relief of dyspnea in restrictive lung disorders. Accumulating evidence suggests that nebulized opioids selective for the mu-receptor subtype may relieve dyspnea by modulating intrapulmonary opioid receptor activity. Our respective primary and secondary objectives were to
Ariana M Nelson et al.
Anesthesiology, 111(6), 1327-1333 (2009-11-26)
Opioids disrupt sleep and adenosine promotes sleep, but no studies have characterized the effects of opioids on adenosine levels in brain regions known to regulate states of arousal. Delivering opioids to the pontine reticular formation (PRF) and substantia innominata (SI)

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