ALFENTANIL

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

National Institutes of Health Divider Arrow

NCATS

Details

Stereochemistry	ACHIRAL
Molecular Formula	C21H32N6O3
Molecular Weight	416.5172
Optical Activity	NONE
Defined Stereocenters	0 / 0
E/Z Centers	0
Charge	0

SHOW SMILES / InChI

Structure of ALFENTANIL

Structure Search

SMILES

CCN1N=NN(CCN2CCC(COC)(CC2)N(C(=O)CC)C3=CC=CC=C3)C1=O

InChI

InChIKey=IDBPHNDTYPBSNI-UHFFFAOYSA-N

InChI=1S/C21H32N6O3/c1-4-19(28)27(18-9-7-6-8-10-18)21(17-30-3)11-13-24(14-12-21)15-16-26-20(29)25(5-2)22-23-26/h6-10H,4-5,11-17H2,1-3H3

HIDE SMILES / InChI

Molecular Formula	C21H32N6O3
Molecular Weight	416.5172
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 `Sat Dec 16 16:24:08 UTC 2023` Edited by `admin` on `Sat Dec 16 16:24:08 UTC 2023`
Record UNII	1N74HM2BS7
Record Status	`Validated (UNII)`
Record Version

Download

Name

Type

Language

ALFENTANIL

Official Name

English

PROPANAMIDE, N-(1-(2-(4-ETHYL-4,5-DIHYDRO-5-OXO-1H-TETRAZOL-1-YL)ETHYL)-4-(METHOXYMETHYL)-4-PIPERIDINYL)-N-PHENYL-

Systematic Name

English

ALFENTANIL [MI]

Common Name

English

R-39209-

Code

English

N-(1-(2-(4-ETHYL-4,5-DIHYDRO-5-OXO-1H-TETRAZOL-1-YL)ETHYL)-4-(METHOXYMETHYL) -4-PIPERIDINYL)-N-PHENYLPROPANAMIDE

Systematic Name

English

alfentanil [INN]

Common Name

English

RAPIFEN

Common Name

English

ALFENTANYL

Common Name

English

IDS-NA-014

Code

English

ALFENTANIL [VANDF]

Common Name

English

ALFENTANIL [HSDB]

Common Name

English

AFENTANYL

Common Name

English

Alfentanil [WHO-DD]

Common Name

English

Classification Tree Code System Code

WIKIPEDIA

List_of_fentanyl_analogues

Created by admin on Sat Dec 16 16:24:10 UTC 2023 , Edited by admin on Sat Dec 16 16:24:10 UTC 2023

FDA ORPHAN DRUG

206405

Created by admin on Sat Dec 16 16:24:10 UTC 2023 , Edited by admin on Sat Dec 16 16:24:10 UTC 2023

NDF-RT

N0000175690

Created by admin on Sat Dec 16 16:24:10 UTC 2023 , Edited by admin on Sat Dec 16 16:24:10 UTC 2023

NCI_THESAURUS

C1506

Created by admin on Sat Dec 16 16:24:10 UTC 2023 , Edited by admin on Sat Dec 16 16:24:10 UTC 2023

FDA ORPHAN DRUG

206505

Created by admin on Sat Dec 16 16:24:10 UTC 2023 , Edited by admin on Sat Dec 16 16:24:10 UTC 2023

WHO-VATC

QN01AH02

Created by admin on Sat Dec 16 16:24:10 UTC 2023 , Edited by admin on Sat Dec 16 16:24:10 UTC 2023

WHO-ATC

N01AH02

Created by admin on Sat Dec 16 16:24:10 UTC 2023 , Edited by admin on Sat Dec 16 16:24:10 UTC 2023

DEA NO.

9737

Created by admin on Sat Dec 16 16:24:10 UTC 2023 , Edited by admin on Sat Dec 16 16:24:10 UTC 2023

NCI_THESAURUS

C67413

Created by admin on Sat Dec 16 16:24:10 UTC 2023 , Edited by admin on Sat Dec 16 16:24:10 UTC 2023

NDF-RT

N0000175684

Created by admin on Sat Dec 16 16:24:10 UTC 2023 , Edited by admin on Sat Dec 16 16:24:10 UTC 2023

Code System Code Type Description

PUBCHEM

51263

Created by admin on Sat Dec 16 16:24:10 UTC 2023 , Edited by admin on Sat Dec 16 16:24:10 UTC 2023

PRIMARY

RXCUI

480

Created by admin on Sat Dec 16 16:24:10 UTC 2023 , Edited by admin on Sat Dec 16 16:24:10 UTC 2023

PRIMARY

RxNorm

LACTMED

Alfentanil

Created by admin on Sat Dec 16 16:24:10 UTC 2023 , Edited by admin on Sat Dec 16 16:24:10 UTC 2023

PRIMARY

DRUG BANK

DB00802

Created by admin on Sat Dec 16 16:24:10 UTC 2023 , Edited by admin on Sat Dec 16 16:24:10 UTC 2023

PRIMARY

WEB RESOURCE

ALFENTANIL

Created by admin on Sat Dec 16 16:24:10 UTC 2023 , Edited by admin on Sat Dec 16 16:24:10 UTC 2023

PRIMARY

ChEMBL

CHEMBL634

Created by admin on Sat Dec 16 16:24:10 UTC 2023 , Edited by admin on Sat Dec 16 16:24:10 UTC 2023

PRIMARY

IUPHAR

7108

Created by admin on Sat Dec 16 16:24:10 UTC 2023 , Edited by admin on Sat Dec 16 16:24:10 UTC 2023

PRIMARY

NCI_THESAURUS

C61626

Created by admin on Sat Dec 16 16:24:10 UTC 2023 , Edited by admin on Sat Dec 16 16:24:10 UTC 2023

PRIMARY

WIKIPEDIA

ALFENTANIL

Created by admin on Sat Dec 16 16:24:10 UTC 2023 , Edited by admin on Sat Dec 16 16:24:10 UTC 2023

PRIMARY

While alfentanil tends to cause fewer cardiovascular complications than other similar drugs such as fentanyl and remifentanil, it tends to give stronger respiratory depression and so requires careful monitoring of breathing and vital signs. Almost exclusively used by anesthesia providers during portions of a case where quick, fast acting (though not long lasting) pain control is needed (i.e. during a nerve block, head pinning etc..) Alfentanil is administered by the parenteral (injected) route for fast onset of effects and precise control of dosage. Alfentanil is a restricted drug which is classified as Schedule II in the USA, according to the U.S. DEA website. Alfentanil was discovered at Janssen Pharmaceutica in 1976.

DRUG CENTRAL

114

Created by admin on Sat Dec 16 16:24:10 UTC 2023 , Edited by admin on Sat Dec 16 16:24:10 UTC 2023

PRIMARY

EVMPD

SUB05317MIG

Created by admin on Sat Dec 16 16:24:10 UTC 2023 , Edited by admin on Sat Dec 16 16:24:10 UTC 2023

PRIMARY

DAILYMED

1N74HM2BS7

Created by admin on Sat Dec 16 16:24:10 UTC 2023 , Edited by admin on Sat Dec 16 16:24:10 UTC 2023

PRIMARY

SMS_ID

100000085240

Created by admin on Sat Dec 16 16:24:10 UTC 2023 , Edited by admin on Sat Dec 16 16:24:10 UTC 2023

PRIMARY

MERCK INDEX

m1499

Created by admin on Sat Dec 16 16:24:10 UTC 2023 , Edited by admin on Sat Dec 16 16:24:10 UTC 2023

PRIMARY

Merck Index

CAS

71195-58-9

Created by admin on Sat Dec 16 16:24:10 UTC 2023 , Edited by admin on Sat Dec 16 16:24:10 UTC 2023

PRIMARY

EPA CompTox

DTXSID9022570

Created by admin on Sat Dec 16 16:24:10 UTC 2023 , Edited by admin on Sat Dec 16 16:24:10 UTC 2023

PRIMARY

CHEBI

2569

Created by admin on Sat Dec 16 16:24:10 UTC 2023 , Edited by admin on Sat Dec 16 16:24:10 UTC 2023

PRIMARY

MESH

D015760

Created by admin on Sat Dec 16 16:24:10 UTC 2023 , Edited by admin on Sat Dec 16 16:24:10 UTC 2023

PRIMARY

FDA UNII

1N74HM2BS7

Created by admin on Sat Dec 16 16:24:10 UTC 2023 , Edited by admin on Sat Dec 16 16:24:10 UTC 2023

PRIMARY

HSDB

6789

Created by admin on Sat Dec 16 16:24:10 UTC 2023 , Edited by admin on Sat Dec 16 16:24:10 UTC 2023

PRIMARY

INN

4818

Created by admin on Sat Dec 16 16:24:10 UTC 2023 , Edited by admin on Sat Dec 16 16:24:10 UTC 2023

PRIMARY

Related Record Type Details


					6U5KWA8TPL

METHYL 1-(2-(4-METHYL-5-OXO-TETRAZOL-1-YL)ETHYL)-4-(N-PROPANOYLANILINO)PIPERIDINE-4-CARBOXYLATE

DERIVATIVE -> PARENT

Amount:


					1PE72K8X46

MU-TYPE OPIOID RECEPTOR

TARGET -> AGONIST


					805SU96HKF

CYTOCHROME P450 3A5

METABOLIC ENZYME -> SUBSTRATE

Comments:

Alfentanil is relatively distinctive among CYP3A substrates, in that the metabolic capacity (in vitro intrinsic clearance) of CYP3A5 equaled or exceeded that of CYP3A4.


					PUO0521HZV

CYTOCHROME P450 3A4

METABOLIC ENZYME -> SUBSTRATE

Comments:

IN VITRO


					ZE556RX3QA

N-(1-(3-(4-ETHYL-5-OXO-TETRAZOL-1-YL)PROPYL)-4-PIPERIDYL)-N-PHENYL-PROPANAMIDE

DERIVATIVE -> PARENT

Amount:


					5APY6NN4AW

CYTOCHROME P450 3A7

METABOLIC ENZYME -> SUBSTRATE

Comments:

IN VITRO


					11S92G0TIW

ALFENTANIL HYDROCHLORIDE

SALT/SOLVATE -> PARENT

Comments:

APPROXIMATE PURE ANHYDROUS DRUG CONTENT (IN PERCENT)

Amount:


					6D53G0FD0Z

PLASMA PROTEIN FRACTION (HUMAN)

BINDER->LIGAND

Interaction Type:

BINDING

Amount:


					1N74HM2BS7

EXCRETED UNCHANGED

Qualification:

FECAL; URINE

Amount:


					333JTI7A2M

ALFENTANIL HYDROCHLORIDE ANHYDROUS

SALT/SOLVATE -> PARENT

Comments:

APPROXIMATE PURE ANHYDROUS DRUG CONTENT (IN PERCENT)

Amount:

Related Record Type Details


					IO6G3L550Q

METABOLITE INACTIVE -> PARENT

Comments:

Alfentanil is relatively distinctive among CYP3A substrates, in that the metabolic capacity (in vitro intrinsic clearance) of CYP3A5 equaled or exceeded that of CYP3A4.


					IO6G3L550Q

METABOLITE INACTIVE -> PARENT

Interaction Type:

MAJOR

Qualification:

URINE

Amount:


					UYP5ZQI00T

N-PHENYLPROPANAMIDE

METABOLITE INACTIVE -> PARENT

Interaction Type:

MAJOR

Related Record Type Details


					1N74HM2BS7

ACTIVE MOIETY

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

Volume of Distribution	PHARMACOKINETIC