U.S. Department of Health & Human Services Divider Arrow National Institutes of Health Divider Arrow NCATS

Details

Stereochemistry RACEMIC
Molecular Formula C16H23NO2
Molecular Weight 261.3593
Optical Activity ( + / - )
Defined Stereocenters 2 / 2
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of ALPHAPRODINE

SMILES

CCC(=O)O[C@@]1(CCN(C)C[C@@H]1C)C2=CC=CC=C2

InChI

InChIKey=UVAZQQHAVMNMHE-XJKSGUPXSA-N
InChI=1S/C16H23NO2/c1-4-15(18)19-16(14-8-6-5-7-9-14)10-11-17(3)12-13(16)2/h5-9,13H,4,10-12H2,1-3H3/t13-,16+/m0/s1

HIDE SMILES / InChI
ALPHAPRODINE is an opioid analgesic. It was used in obstetrics, as pre-operative medication, and for minor surgical procedures. In addition, this drug was used in the dentistry setting to help effectively manage pain associated with dental procedures.

Approval Year

Conditions

Conditions

ConditionModalityTargetsHighest PhaseProduct
Primary
Nisentil

Approved Use

Unknown
AUC

AUC

ValueDoseCo-administeredAnalytePopulation
50.08 μg × min/mL
35 mg/kg bw single, intravenous
dose: 35 mg/kg bw
route of administration: Intravenous
experiment type: SINGLE
co-administered:
ALPHAPRODINE plasma
Homo sapiens
population: HEALTHY
age: ADULT
sex: FEMALE / MALE
food status: FASTED
T1/2

T1/2

ValueDoseCo-administeredAnalytePopulation
4.6 min
35 mg/kg bw single, intravenous
dose: 35 mg/kg bw
route of administration: Intravenous
experiment type: SINGLE
co-administered:
ALPHAPRODINE plasma
Homo sapiens
population: HEALTHY
age: ADULT
sex: FEMALE / MALE
food status: FASTED
PubMed

PubMed

TitleDatePubMed
Ketamine-pancuronium-narcotic technic for cardiovascular surgery in infants--a comparative study.
1975 Nov-Dec
Local anesthesia and narcotic drug interaction in pediatric dentistry.
1988 Jan-Feb
Structure determination of neoefrapeptins A to N: peptides with insecticidal activity produced by the fungus Geotrichum candidum.
2006 May
[Three auxiliary medications in obstetrics. 1955].
2010 Nov
Patents

Patents

Name Type Language
ALPHAPRODINE
HSDB   INN   MI   VANDF   WHO-DD  
INN  
Official Name English
ACSCN-9010
Common Name English
alphaprodine [INN]
Common Name English
DL-.ALPHA.-PRODINE
Common Name English
ALPHAPRODINE [HSDB]
Common Name English
NISINTIL
Common Name English
.ALPHA.-1,3-DIMETHYL-4-PHENYL-4-PROPIONOXYPIPERIDINE
Common Name English
(±)-1,3-DIMETHYL-4-PHENYL-4-PIPERIDINOL PROPIONATE (ESTER)
Common Name English
PRISILIDIN
Common Name English
ALPHAPRODINE [MI]
Common Name English
ALPHAPRODINE [VANDF]
Common Name English
IDS-NA-011
Code English
Alphaprodine [WHO-DD]
Common Name English
4-PIPERIDINOL, 1,3-DIMETHYL-4-PHENYL-, PROPANOATE (ESTER), CIS-(±)-
Common Name English
Classification Tree Code System Code
DEA NO. 9010
Created by admin on Fri Dec 15 15:04:49 UTC 2023 , Edited by admin on Fri Dec 15 15:04:49 UTC 2023
NCI_THESAURUS C67413
Created by admin on Fri Dec 15 15:04:49 UTC 2023 , Edited by admin on Fri Dec 15 15:04:49 UTC 2023
Code System Code Type Description
NCI_THESAURUS
C83528
Created by admin on Fri Dec 15 15:04:49 UTC 2023 , Edited by admin on Fri Dec 15 15:04:49 UTC 2023
PRIMARY
ChEMBL
CHEMBL1623765
Created by admin on Fri Dec 15 15:04:49 UTC 2023 , Edited by admin on Fri Dec 15 15:04:49 UTC 2023
PRIMARY
SMS_ID
100000087470
Created by admin on Fri Dec 15 15:04:49 UTC 2023 , Edited by admin on Fri Dec 15 15:04:49 UTC 2023
PRIMARY
WIKIPEDIA
Prodine
Created by admin on Fri Dec 15 15:04:49 UTC 2023 , Edited by admin on Fri Dec 15 15:04:49 UTC 2023
PRIMARY
FDA UNII
001O2254AC
Created by admin on Fri Dec 15 15:04:49 UTC 2023 , Edited by admin on Fri Dec 15 15:04:49 UTC 2023
PRIMARY
CAS
77-20-3
Created by admin on Fri Dec 15 15:04:49 UTC 2023 , Edited by admin on Fri Dec 15 15:04:49 UTC 2023
PRIMARY
DRUG BANK
DB13160
Created by admin on Fri Dec 15 15:04:49 UTC 2023 , Edited by admin on Fri Dec 15 15:04:49 UTC 2023
PRIMARY
INN
1063
Created by admin on Fri Dec 15 15:04:49 UTC 2023 , Edited by admin on Fri Dec 15 15:04:49 UTC 2023
PRIMARY
HSDB
3283
Created by admin on Fri Dec 15 15:04:49 UTC 2023 , Edited by admin on Fri Dec 15 15:04:49 UTC 2023
PRIMARY
DRUG CENTRAL
132
Created by admin on Fri Dec 15 15:04:49 UTC 2023 , Edited by admin on Fri Dec 15 15:04:49 UTC 2023
PRIMARY
RXCUI
594
Created by admin on Fri Dec 15 15:04:49 UTC 2023 , Edited by admin on Fri Dec 15 15:04:49 UTC 2023
PRIMARY RxNorm
EVMPD
SUB05366MIG
Created by admin on Fri Dec 15 15:04:49 UTC 2023 , Edited by admin on Fri Dec 15 15:04:49 UTC 2023
PRIMARY
PUBCHEM
120738
Created by admin on Fri Dec 15 15:04:49 UTC 2023 , Edited by admin on Fri Dec 15 15:04:49 UTC 2023
PRIMARY
MERCK INDEX
m1576
Created by admin on Fri Dec 15 15:04:49 UTC 2023 , Edited by admin on Fri Dec 15 15:04:49 UTC 2023
PRIMARY Merck Index
MESH
D000522
Created by admin on Fri Dec 15 15:04:49 UTC 2023 , Edited by admin on Fri Dec 15 15:04:49 UTC 2023
PRIMARY
ECHA (EC/EINECS)
201-011-5
Created by admin on Fri Dec 15 15:04:49 UTC 2023 , Edited by admin on Fri Dec 15 15:04:49 UTC 2023
PRIMARY
EPA CompTox
DTXSID4022575
Created by admin on Fri Dec 15 15:04:49 UTC 2023 , Edited by admin on Fri Dec 15 15:04:49 UTC 2023
PRIMARY