SUFENTANIL

U.S. Department of Health & Human Services Divider Arrow

National Institutes of Health Divider Arrow

NCATS

Details

Stereochemistry	ACHIRAL
Molecular Formula	C22H30N2O2S
Molecular Weight	386.551
Optical Activity	NONE
Defined Stereocenters	0 / 0
E/Z Centers	0
Charge	0

SHOW SMILES / InChI

Structure of SUFENTANIL

Structure Search

SMILES

CCC(=O)N(C1=CC=CC=C1)C2(COC)CCN(CCC3=CC=CS3)CC2

InChI

InChIKey=GGCSSNBKKAUURC-UHFFFAOYSA-N

InChI=1S/C22H30N2O2S/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/h4-10,17H,3,11-16,18H2,1-2H3

HIDE SMILES / InChI

Molecular Formula	C22H30N2O2S
Molecular Weight	386.551
Charge	0
Count

Stereochemistry	ACHIRAL
Additional Stereochemistry	No
Defined Stereocenters	0 / 0
E/Z Centers	0
Optical Activity	NONE

Approval Year

Substance Class	Chemical Created by `admin` on `Fri Dec 15 15:17:11 UTC 2023` Edited by `admin` on `Fri Dec 15 15:17:11 UTC 2023`
Record UNII	AFE2YW0IIZ
Record Status	`Validated (UNII)`
Record Version

Download

Name

Type

Language

SUFENTANIL

Official Name

English

R-30730

Code

English

N-[4-(Methoxymethyl)-1-[2-(2-thienyl)ethyl]-4-piperidyl]propionanilide

Systematic Name

English

SUFENTANYL

Common Name

English

R 30,730

Code

English

SUFENTANIL [USAN]

Common Name

English

Sufentanil [WHO-DD]

Common Name

English

PROPANAMIDE, N-(4-(METHOXYMETHYL)-1-(2-(2-THIENYL)ETHYL)-4-PIPERIDINYL)-N-PHENYL-

Systematic Name

English

SUFENTANIL [VANDF]

Common Name

English

SUFENTANIL [MI]

Common Name

English

SUFENTANIL [EP MONOGRAPH]

Common Name

English

SUFENTANIL [HSDB]

Common Name

English

SUFENTANIL [MART.]

Common Name

English

sufentanil [INN]

Common Name

English

IDS-NS-001

Code

English

Classification Tree Code System Code

DEA NO.

9740

Created by admin on Fri Dec 15 15:17:11 UTC 2023 , Edited by admin on Fri Dec 15 15:17:11 UTC 2023

NCI_THESAURUS

C67413

Created by admin on Fri Dec 15 15:17:11 UTC 2023 , Edited by admin on Fri Dec 15 15:17:11 UTC 2023

WHO-VATC

QN01AH03

Created by admin on Fri Dec 15 15:17:11 UTC 2023 , Edited by admin on Fri Dec 15 15:17:11 UTC 2023

LIVERTOX

904

Created by admin on Fri Dec 15 15:17:11 UTC 2023 , Edited by admin on Fri Dec 15 15:17:11 UTC 2023

WIKIPEDIA

List_of_fentanyl_analogues

Created by admin on Fri Dec 15 15:17:11 UTC 2023 , Edited by admin on Fri Dec 15 15:17:11 UTC 2023

WHO-ATC

N01AH03

Created by admin on Fri Dec 15 15:17:11 UTC 2023 , Edited by admin on Fri Dec 15 15:17:11 UTC 2023

NDF-RT

N0000175684

Created by admin on Fri Dec 15 15:17:11 UTC 2023 , Edited by admin on Fri Dec 15 15:17:11 UTC 2023

NDF-RT

N0000175690

Created by admin on Fri Dec 15 15:17:11 UTC 2023 , Edited by admin on Fri Dec 15 15:17:11 UTC 2023

NCI_THESAURUS

C1506

Created by admin on Fri Dec 15 15:17:11 UTC 2023 , Edited by admin on Fri Dec 15 15:17:11 UTC 2023

Code System Code Type Description

CHEBI

9316

Created by admin on Fri Dec 15 15:17:11 UTC 2023 , Edited by admin on Fri Dec 15 15:17:11 UTC 2023

PRIMARY

HSDB

6760

Created by admin on Fri Dec 15 15:17:11 UTC 2023 , Edited by admin on Fri Dec 15 15:17:11 UTC 2023

PRIMARY

IUPHAR

3534

Created by admin on Fri Dec 15 15:17:11 UTC 2023 , Edited by admin on Fri Dec 15 15:17:11 UTC 2023

PRIMARY

RXCUI

56795

Created by admin on Fri Dec 15 15:17:11 UTC 2023 , Edited by admin on Fri Dec 15 15:17:11 UTC 2023

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RxNorm

WEB RESOURCE

SUFENTANIL

Created by admin on Fri Dec 15 15:17:11 UTC 2023 , Edited by admin on Fri Dec 15 15:17:11 UTC 2023

PRIMARY

SMS_ID

100000089189

Created by admin on Fri Dec 15 15:17:11 UTC 2023 , Edited by admin on Fri Dec 15 15:17:11 UTC 2023

PRIMARY

PUBCHEM

41693

Created by admin on Fri Dec 15 15:17:11 UTC 2023 , Edited by admin on Fri Dec 15 15:17:11 UTC 2023

PRIMARY

CAS

56030-54-7

Created by admin on Fri Dec 15 15:17:11 UTC 2023 , Edited by admin on Fri Dec 15 15:17:11 UTC 2023

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NCI_THESAURUS

C61956

Created by admin on Fri Dec 15 15:17:11 UTC 2023 , Edited by admin on Fri Dec 15 15:17:11 UTC 2023

PRIMARY

MERCK INDEX

m10288

Created by admin on Fri Dec 15 15:17:11 UTC 2023 , Edited by admin on Fri Dec 15 15:17:11 UTC 2023

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Merck Index

INN

4048

Created by admin on Fri Dec 15 15:17:11 UTC 2023 , Edited by admin on Fri Dec 15 15:17:11 UTC 2023

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LACTMED

Sufentanil

Created by admin on Fri Dec 15 15:17:11 UTC 2023 , Edited by admin on Fri Dec 15 15:17:11 UTC 2023

PRIMARY

MESH

D017409

Created by admin on Fri Dec 15 15:17:11 UTC 2023 , Edited by admin on Fri Dec 15 15:17:11 UTC 2023

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DRUG CENTRAL

2491

Created by admin on Fri Dec 15 15:17:11 UTC 2023 , Edited by admin on Fri Dec 15 15:17:11 UTC 2023

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EPA CompTox

DTXSID6023604

Created by admin on Fri Dec 15 15:17:11 UTC 2023 , Edited by admin on Fri Dec 15 15:17:11 UTC 2023

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ChEMBL

CHEMBL658

Created by admin on Fri Dec 15 15:17:11 UTC 2023 , Edited by admin on Fri Dec 15 15:17:11 UTC 2023

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EVMPD

SUB10671MIG

Created by admin on Fri Dec 15 15:17:11 UTC 2023 , Edited by admin on Fri Dec 15 15:17:11 UTC 2023

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DAILYMED

AFE2YW0IIZ

Created by admin on Fri Dec 15 15:17:11 UTC 2023 , Edited by admin on Fri Dec 15 15:17:11 UTC 2023

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WIKIPEDIA

SUFENTANIL

Created by admin on Fri Dec 15 15:17:11 UTC 2023 , Edited by admin on Fri Dec 15 15:17:11 UTC 2023

PRIMARY

Sufentanil first was synthesized at Janssen Pharmaceutica in 1974. Sufentanil is marketed for use by specialist centers under different trade names, such as Sufenta and Sufentil. Sufentanil with and without lidocaine or mepivacaine is available as a transdermal patch similar to Duragesic in Europe under trade names such as Chronogesic.

DRUG BANK

DB00708

Created by admin on Fri Dec 15 15:17:11 UTC 2023 , Edited by admin on Fri Dec 15 15:17:11 UTC 2023

PRIMARY

FDA UNII

AFE2YW0IIZ

Created by admin on Fri Dec 15 15:17:11 UTC 2023 , Edited by admin on Fri Dec 15 15:17:11 UTC 2023

PRIMARY

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10 times more potent than Fentanyl.

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CYTOCHROME P450 3A4

METABOLIC ENZYME -> SUBSTRATE

Amount:


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SUFENTANIL HYDROCHLORIDE

SALT/SOLVATE -> PARENT

Amount:


					S9ZFX8403R

SUFENTANIL CITRATE

SALT/SOLVATE -> PARENT

Comments:

APPROXIMATE PURE ANHYDROUS DRUG CONTENT (IN PERCENT)

Amount:


					6D53G0FD0Z

PLASMA PROTEIN FRACTION (HUMAN)

BINDER->LIGAND

Interaction Type:

BINDING

Amount:

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					IO6G3L550Q

METABOLITE INACTIVE -> PARENT

Comments:

LIVER MICROSOMES

Interaction Type:

MAJOR

Amount:


					8IYN7W6FNM

R-46570

METABOLITE -> PARENT

Amount:


					UYP5ZQI00T

N-PHENYLPROPANAMIDE

METABOLITE INACTIVE -> PARENT

Amount:

Related Record Type Details


					AES5EPG2RX

(4-(PHENYLPROPANOYLAMINO)-1-(2-(THIOPHEN-2-YL)ETHYL)PIPERIDIN-4-YL)METHYL PROPANOATE

IMPURITY -> PARENT

Interaction Type:

CHROMATOGRAPHIC PURITY (HPLC/UV)

Qualification:

EP

Amount:


					W57N5487SB

(4-(PHENYLAMINO)-1-(2-(THIOPHEN-2-YL)ETHYL)PIPERIDIN-4-YL)METHANOL

IMPURITY -> PARENT

Interaction Type:

CHROMATOGRAPHIC PURITY (HPLC/UV)

Qualification:

EP

Amount:


					5YH3S4S2T6

BUTANAMIDE, N-(4-(METHOXYMETHYL)-1-(2-(2-THIENYL)ETHYL)-4-PIPERIDINYL)-N-PHENYL-

IMPURITY -> PARENT

Interaction Type:

CHROMATOGRAPHIC PURITY (HPLC/UV)

Qualification:

EP

Amount:


					VH9A5RHM82

N-(4-(METHOXYMETHYL)-1-(2-(3-THIENYL)ETHYL)-4-PIPERIDINYL)-N-PHENYLPROPANAMIDE

IMPURITY -> PARENT

Interaction Type:

CHROMATOGRAPHIC PURITY (HPLC/UV)

Qualification:

EP

Amount:


					AJ6F5L7LC8

TRANS-4-(METHOXYMETHYL)-4-(PHENYLPROPANOYLAMINO)-1-(2-(THIOPHEN-2-YL)ETHYL)PIPERIDINE 1-OXIDE

IMPURITY -> PARENT

Interaction Type:

CHROMATOGRAPHIC PURITY (HPLC/UV)

Qualification:

EP

Amount:


					C9PAV4BVF4

4-(METHOXYMETHYL)-N-PHENYL-1-(2-(2-THIENYL)ETHYL)-4-PIPERIDINAMINE

IMPURITY -> PARENT

Interaction Type:

CHROMATOGRAPHIC PURITY (HPLC/UV)

Qualification:

EP

Amount:


					GNY2KZA2LJ

CIS-4-(METHOXYMETHYL)-4-(PHENYLPROPANOYLAMINO)-1-(2-(THIOPHEN-2-YL)ETHYL)PIPERIDINE 1-OXIDE

IMPURITY -> PARENT

Interaction Type:

CHROMATOGRAPHIC PURITY (HPLC/UV)

Qualification:

EP

Amount:


					IO6G3L550Q

IMPURITY -> PARENT

Interaction Type:

CHROMATOGRAPHIC PURITY (HPLC/UV)

Qualification:

EP

Amount:

Related Record Type Details


					AFE2YW0IIZ

ACTIVE MOIETY

Amount:

Name	Property Type	Amount	Referenced Substance	Defining	Parameters	References
Biological Half-life	PHARMACOKINETIC