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Details

Stereochemistry RACEMIC
Molecular Formula C16H23NO2.ClH
Molecular Weight 297.82
Optical Activity ( + / - )
Defined Stereocenters 2 / 2
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of ALPHAPRODINE HYDROCHLORIDE

SMILES

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

InChI

InChIKey=LFLUADVCIBEPQJ-MELYUZJYSA-N
InChI=1S/C16H23NO2.ClH/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;1H/t13-,16+;/m0./s1

HIDE SMILES / InChI
Molecular Formula ClH
Molecular Weight 36.461
Charge 0
Count
Stereochemistry ACHIRAL
Additional Stereochemistry No
Defined Stereocenters 0 / 0
E/Z Centers 0
Optical Activity NONE
Molecular Formula C16H23NO2
Molecular Weight 261.3593
Charge 0
Count
Stereochemistry RACEMIC
Additional Stereochemistry No
Defined Stereocenters 2 / 2
E/Z Centers 0
Optical Activity UNSPECIFIED

Description

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

1949
70
Conditions

Conditions

ConditionModalityTargetsHighest PhaseProduct
Primary
Not Provided
504
Nisentil

Approved Use

Unknown
AUC

AUC

ValueDoseCo-administeredAnalytePopulation
50.08 μg × min/mL
EXPERIMENT
https://pubmed.ncbi.nlm.nih.gov/7358866
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
EXPERIMENT
https://pubmed.ncbi.nlm.nih.gov/7358866
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
Sourcing

Sourcing

Vendor/AggregatorIDURL
BioBlocks
A2324/0098038
Compound Cloud
BCC0091630
HongKong Chemhere
SCD28993
Lab Network
LN03026904
NCI Plated 2007
117858
Toronto Research Chemicals
KIT8965
Toronto Research Chemicals
P755300
ZINC
ZINC000001087483
http://zinc15.docking.org/substances/ZINC000001087483
mcule
MCULE-1052845766
mcule
MCULE-7919657032
PubMed

PubMed

TitleDatePubMed
Use of Nisentil hydrochloride as an analgesic agent during cystoscopic procedures.
1954 Apr
The combined use of alphaprodine (nisentil) hydrochloride and levallorphan (lorfan) tartrate for analgesia in obstetrics.
1957 Aug
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

JP4695395B2
5
Substance Class Chemical
Created
by admin
on Fri Dec 15 15:39:05 GMT 2023
Edited
by admin
on Fri Dec 15 15:39:05 GMT 2023
Record UNII
CO51Q2EI5Z
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
ALPHAPRODINE HYDROCHLORIDE
MART.   MI   VANDF   WHO-DD  
Common Name English
(±)-1,3-DIMETHYL-4-PHENYL-4-PIPERIDINOL PROPIONATE (ESTER) HYDROCHLORIDE
Common Name English
ALPHAPRODINE HYDROCHLORIDE [VANDF]
Common Name English
NU 1196
Common Name English
ALPHAPRODINE HCL
Common Name English
Alphaprodine hydrochloride [WHO-DD]
Common Name English
NISINTEL
Common Name English
PRISILIDENE HYDROCHLORIDE
Common Name English
ALPHAPRODINE HYDROCHLORIDE CII
USP-RS  
Common Name English
4-PIPERIDINOL, 1,3-DIMETHYL-4-PHENYL-, PROPANOATE (ESTER), HYDROCHLORIDE, CIS-(±)-
Common Name English
NISENTIL
Common Name English
ALPHAPRODINE HYDROCHLORIDE [MI]
Common Name English
(±)-ALPHAPRODINE HYDROCHLORIDE
Common Name English
ALPHAPRODINE HYDROCHLORIDE [MART.]
Common Name English
Classification Tree Code System Code
NCI_THESAURUS C67413
Created by admin on Fri Dec 15 15:39:05 GMT 2023 , Edited by admin on Fri Dec 15 15:39:05 GMT 2023
Code System Code Type Description
CAS
14405-05-1
Created by admin on Fri Dec 15 15:39:05 GMT 2023 , Edited by admin on Fri Dec 15 15:39:05 GMT 2023
NON-SPECIFIC STEREOCHEMISTRY
PUBCHEM
120737
Created by admin on Fri Dec 15 15:39:05 GMT 2023 , Edited by admin on Fri Dec 15 15:39:05 GMT 2023
PRIMARY
RXCUI
7433
Created by admin on Fri Dec 15 15:39:05 GMT 2023 , Edited by admin on Fri Dec 15 15:39:05 GMT 2023
PRIMARY RxNorm
CAS
125041-92-1
Created by admin on Fri Dec 15 15:39:05 GMT 2023 , Edited by admin on Fri Dec 15 15:39:05 GMT 2023
SUPERSEDED
FDA UNII
CO51Q2EI5Z
Created by admin on Fri Dec 15 15:39:05 GMT 2023 , Edited by admin on Fri Dec 15 15:39:05 GMT 2023
PRIMARY
MERCK INDEX
m1576
Created by admin on Fri Dec 15 15:39:05 GMT 2023 , Edited by admin on Fri Dec 15 15:39:05 GMT 2023
PRIMARY Merck Index
EVMPD
SUB00376MIG
Created by admin on Fri Dec 15 15:39:05 GMT 2023 , Edited by admin on Fri Dec 15 15:39:05 GMT 2023
PRIMARY
CAS
49638-24-6
Created by admin on Fri Dec 15 15:39:05 GMT 2023 , Edited by admin on Fri Dec 15 15:39:05 GMT 2023
SUPERSEDED
NCI_THESAURUS
C61630
Created by admin on Fri Dec 15 15:39:05 GMT 2023 , Edited by admin on Fri Dec 15 15:39:05 GMT 2023
PRIMARY
CAS
17046-72-9
Created by admin on Fri Dec 15 15:39:05 GMT 2023 , Edited by admin on Fri Dec 15 15:39:05 GMT 2023
SUPERSEDED
ChEMBL
CHEMBL1623765
Created by admin on Fri Dec 15 15:39:05 GMT 2023 , Edited by admin on Fri Dec 15 15:39:05 GMT 2023
PRIMARY
CAS
58052-60-1
Created by admin on Fri Dec 15 15:39:05 GMT 2023 , Edited by admin on Fri Dec 15 15:39:05 GMT 2023
SUPERSEDED
SMS_ID
100000078858
Created by admin on Fri Dec 15 15:39:05 GMT 2023 , Edited by admin on Fri Dec 15 15:39:05 GMT 2023
PRIMARY
EPA CompTox
DTXSID40204646
Created by admin on Fri Dec 15 15:39:05 GMT 2023 , Edited by admin on Fri Dec 15 15:39:05 GMT 2023
PRIMARY
CAS
561-78-4
Created by admin on Fri Dec 15 15:39:05 GMT 2023 , Edited by admin on Fri Dec 15 15:39:05 GMT 2023
PRIMARY
Related Record Type Details
Structure of ALPHAPRODINE
PARENT -> SALT/SOLVATE
Related Record Type Details
Structure of ALPHAPRODINE
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