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Substance Name: Sufentanil citrate [USAN:USP]
RN: 60561-17-3
UNII: S9ZFX8403R
InChIKey: OJCZPLDERGDQRJ-UHFFFAOYSA-N

Note

  • An opioid analgesic that is used as an adjunct in anesthesia, in balanced anesthesia, and as a primary anesthetic agent.

Molecular Formula

  • C22-H30-N2-O2-S.C6-H8-O7

Molecular Weight

  • 578.6792
 

Classification Codes

Classification Codes

  • Analgesic (Narcotic)
  • Drug / Therapeutic Agent
  • Human Data

Superlist Classification Code

  • DEA Schedule II
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Names and Synonyms

Name of Substance

  • Sufentanil citrate [USAN:USP]

Synonyms

  • EINECS 262-295-4
  • Fentatienil
  • N-(4-(Methoxymethyl)-1-(2-(2-thienyl)ethyl)-4-piperidinyl)-N-phenylpropionamide citrate
  • N-(4-(Methoxymethyl)-1-(2-(2-thienyl)ethyl)-4-piperidyl)propionanilide citrate
  • N-(4-(Methoxymethyl)-1-(2-(2-thienyl)ethyl)-4-piperidyl)propionanilide citrate (1:1)
  • Propanamide, N-(4-(methoxymethyl)-1-(2-(thienyl)ethyl)-4-piperidinyl)-N-phenyl-, 2-hydroxy-1,2,3-propanetricarboxylate (1:1)
  • R 30730 citrate salt
  • R 33800
  • R33800
  • Sufenta
  • Sufenta Preservative Free
  • Sufentanil citrate
  • Sufentanyl citrate
  • UNII-S9ZFX8403R
  • Zalviso

Systematic Names

  • N-(4-(Methoxymethyl)-1-(2-(2-thienyl)ethyl)-4-piperidyl)-N-phenylpropionamide citrate
  • Propanamide, N-(4-(methoxymethyl)-1-(2-(thienyl)ethyl)-4-piperidinyl)-N-phenyl-, 2-hydroxy-1,2,3-propanetricarboxylate (1:1)
  • Propionanilide, N-(4-(methoxymethyl)-1-(2-(2-thienyl)ethyl)-4-piperidyl)-, citrate

Superlist Names

  • DEA No. 9740
  • Sufenta

Registry Numbers

CAS Registry Number

  • 60561-17-3

FDA UNII

  • S9ZFX8403R

Related Registry Number

  • 56030-54-7 (Parent)

System Generated Number

  • 0060561173

Molecular Formulas

Molecular Formula

  • C22-H30-N2-O2-S.C6-H8-O7

Molecular Formula Fragments

  • C22-H30-N2-O2-S
  • C6-H8-O7
  • COMPONENT

Structure Descriptors

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)

InChIKey

OJCZPLDERGDQRJ-UHFFFAOYSA-N

Smiles

CCC(=O)N(c1ccccc1)C2(COC)CCN(CCc3cccs3)CC2.OC(=O)CC(O)(CC(=O)O)C(=O)O

Toxicity

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
dog LD50 intravenous 14100ug/kg (14.1mg/kg) BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD

BEHAVIORAL: ALTERED SLEEP TIME (INCLUDING CHANGE IN RIGHTING REFLEX)

PERIPHERAL NERVE AND SENSATION: FLACCID PARALYSIS WITHOUT ANESTHESIA (USUALLY NEUROMUSCULAR BLOCKAGE)
Arzneimittel-Forschung. Drug Research. Vol. 26, Pg. 1551, 1976.
guinea pig LD50 intravenous 11800ug/kg (11.8mg/kg)   Medicamentos de Actualidad. Vol. 21, Pg. 210, 1985.
man TDLo intravenous 606ng/kg/5M-C (0.000606mg/kg) BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD Anesthesia and Analgesia Vol. 66, Pg. 91, 1987.
man TDLo intravenous 2777ng/kg/3M- (0.002777mg/kg) VASCULAR: BP LOWERING NOT CHARACTERIZED IN AUTONOMIC SECTION Anesthesia and Analgesia Vol. 65, Pg. 703, 1986.
mouse LD50 intravenous 18700ug/kg (18.7mg/kg) BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD Arzneimittel-Forschung. Drug Research. Vol. 26, Pg. 1551, 1976.
rat LD50 intravenous 17900ug/kg (17.9mg/kg) BEHAVIORAL: ANALGESIA Arzneimittel-Forschung. Drug Research. Vol. 26, Pg. 1548, 1976.
women TDLo intraspinal 1ug/kg/20H-I (0.001mg/kg) LUNGS, THORAX, OR RESPIRATION: DYSPNEA Anaesthesia. Vol. 42, Pg. 665, 1987.
women TDLo intravenous 1200ng/kg (0.0012mg/kg) BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD Anesthesia and Analgesia Vol. 66, Pg. 91, 1987.
women TDLo intravenous 23ug/kg/10M-C (0.023mg/kg) VASCULAR: BP LOWERING NOT CHARACTERIZED IN AUTONOMIC SECTION Anesthesia and Analgesia Vol. 65, Pg. 703, 1986.