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

Details

Stereochemistry ABSOLUTE
Molecular Formula C24H32ClFO5
Molecular Weight 454.959
Optical Activity UNSPECIFIED
Defined Stereocenters 8 / 8
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of HALCINONIDE

SMILES

[H][C@@]12C[C@@]3([H])[C@]4([H])CCC5=CC(=O)CC[C@]5(C)[C@@]4(F)[C@@H](O)C[C@]3(C)[C@@]1(OC(C)(C)O2)C(=O)CCl

InChI

InChIKey=MUQNGPZZQDCDFT-JNQJZLCISA-N
InChI=1S/C24H32ClFO5/c1-20(2)30-19-10-16-15-6-5-13-9-14(27)7-8-21(13,3)23(15,26)17(28)11-22(16,4)24(19,31-20)18(29)12-25/h9,15-17,19,28H,5-8,10-12H2,1-4H3/t15-,16-,17-,19+,21-,22-,23-,24+/m0/s1

HIDE SMILES / InChI

Molecular Formula C24H32ClFO5
Molecular Weight 454.959
Charge 0
Count
Stereochemistry ABSOLUTE
Additional Stereochemistry No
Defined Stereocenters 8 / 8
E/Z Centers 0
Optical Activity UNSPECIFIED

Description
Curator's Comment: description was created based on several sources, including https://www.ncbi.nlm.nih.gov/pubmed/15700162 | https://www.drugbank.ca/drugs/DB06786

Halcinonide is one of the available highly potent topical cor¬ticosteroids. It is a derivative of hydrocortisone and contains important modifications in its structure that alter its absorption, potency, and adverse effects compared with hydrocortisone. Halcinonide—along with desoximetasone, betamethasone, fluocinonide, and diflorasone diacetate—is classified as a Class II potency corticosteroid. Although similar in strength, halcinonide in Halog (the only topical product available that contains halcinonide) differs from many other compounds of this class in the formulation. Halcinonide cream is formulated in a biphasic base that allows for immediate-release of halcinonide upon application to the skin, followed by a delayed and sustained release of halcinonide over time. This “dual formulation” strategy allows for prolonged halcinonide activity. The formulation of halcinonide cream contains microcrystals of halcinonide. An equilibrium is established between dissolved halcinonide in the cream and non-dissolved halcinonide in the microcrystals. As soluble hal¬cinonide enters the skin, additional quantities of halcinonide from the microcrystals become available as a new equilibrium is established. This dynamic equilibrium serves to maintain a sustained level of halcinonide well beyond the time of application.

Approval Year

Targets

Targets

Primary TargetPharmacologyConditionPotency
Conditions

Conditions

ConditionModalityTargetsHighest PhaseProduct
Primary
HALOG

Approved Use

HALOG OINTMENT (Halcinonide Ointment, USP) 0.1% is indicated for the relief of the inflammatory and pruritic manifestations of corticosteroid responsive dermatoses.

Launch Date

1974
Cmax

Cmax

ValueDoseCo-administeredAnalytePopulation
1350 ng/mL
0.1 % single, topical
dose: 0.1 %
route of administration: Topical
experiment type: SINGLE
co-administered:
HALCINONIDE unknown
Homo sapiens
population: HEALTHY
age: ADULT
sex: UNKNOWN
food status: UNKNOWN
AUC

AUC

ValueDoseCo-administeredAnalytePopulation
7440 ng × h/mL
0.1 % single, topical
dose: 0.1 %
route of administration: Topical
experiment type: SINGLE
co-administered:
HALCINONIDE unknown
Homo sapiens
population: HEALTHY
age: ADULT
sex: UNKNOWN
food status: UNKNOWN
Overview

Overview

CYP3A4CYP2C9CYP2D6hERG

OverviewOther

Other InhibitorOther SubstrateOther Inducer

Drug as perpetrator​

Drug as perpetrator​

TargetModalityActivityMetaboliteClinical evidence
no
Sourcing

Sourcing

Vendor/AggregatorIDURL
PubMed

PubMed

TitleDatePubMed
A controlled comparison of amcinonide cream 0.1 percent and halcinonide cream 0.1 percent in the treatment of eczematous dermatitis.
1981 Oct
A comparative study of amcinonide and halcinonide in the treatment of eczematous dermatitis.
1984 Aug
Profiling of a prescription drug library for potential renal drug-drug interactions mediated by the organic cation transporter 2.
2011 Jul 14
Patents

Sample Use Guides

Apply the 0.1% HALOG (Halcinonide Cream, USP) to the affected area two to three times daily. Rub in gently.
Route of Administration: Topical
U2OS cells were pretreated with 100 nM cyclopamine overnight. The cells were then treated with Halcinonide over a range of concentrations from 0–10 mkM for 2 h.
Substance Class Chemical
Created
by admin
on Sat Dec 16 18:01:56 GMT 2023
Edited
by admin
on Sat Dec 16 18:01:56 GMT 2023
Record UNII
SI86V6QNEG
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
HALCINONIDE
INN   JAN   MART.   MI   ORANGE BOOK   USAN   USP   USP-RS   VANDF   WHO-DD  
INN   USAN  
Official Name English
HALCINONIDE [ORANGE BOOK]
Common Name English
HALCINONIDE [VANDF]
Common Name English
SQ-18566
Code English
NSC-758413
Code English
HALCINONIDE [USAN]
Common Name English
HALCINONIDE [USP MONOGRAPH]
Common Name English
HALCINONIDE [MART.]
Common Name English
PREGN-4-ENE-3,20-DIONE, 21-CHLORO-9-FLUORO-11-HYDROXY-16,17-((1-METHYLETHYLIDENE)BIS(OXY))-, (11.BETA.,16.ALPHA.)-
Common Name English
HALCINONIDE [USP-RS]
Common Name English
SQ 18566
Code English
HALOG
Brand Name English
HALCINONIDE [JAN]
Common Name English
halcinonide [INN]
Common Name English
Halcinonide [WHO-DD]
Common Name English
21-Chloro-9-fluoro-11β,16α,17-trihydroxypregn-4-ene-3,20-dione cyclic 16,17-acetal with acetone
Common Name English
SO-18566
Code English
HALCINONIDE [MI]
Common Name English
Classification Tree Code System Code
WHO-ATC D07AD02
Created by admin on Sat Dec 16 18:01:56 GMT 2023 , Edited by admin on Sat Dec 16 18:01:56 GMT 2023
NDF-RT N0000175576
Created by admin on Sat Dec 16 18:01:56 GMT 2023 , Edited by admin on Sat Dec 16 18:01:56 GMT 2023
NCI_THESAURUS C521
Created by admin on Sat Dec 16 18:01:56 GMT 2023 , Edited by admin on Sat Dec 16 18:01:56 GMT 2023
WHO-VATC QD07AD02
Created by admin on Sat Dec 16 18:01:56 GMT 2023 , Edited by admin on Sat Dec 16 18:01:56 GMT 2023
NDF-RT N0000175450
Created by admin on Sat Dec 16 18:01:56 GMT 2023 , Edited by admin on Sat Dec 16 18:01:56 GMT 2023
Code System Code Type Description
FDA UNII
SI86V6QNEG
Created by admin on Sat Dec 16 18:01:56 GMT 2023 , Edited by admin on Sat Dec 16 18:01:56 GMT 2023
PRIMARY
DRUG CENTRAL
4507
Created by admin on Sat Dec 16 18:01:56 GMT 2023 , Edited by admin on Sat Dec 16 18:01:56 GMT 2023
PRIMARY
NSC
758413
Created by admin on Sat Dec 16 18:01:56 GMT 2023 , Edited by admin on Sat Dec 16 18:01:56 GMT 2023
PRIMARY
SMS_ID
100000084478
Created by admin on Sat Dec 16 18:01:56 GMT 2023 , Edited by admin on Sat Dec 16 18:01:56 GMT 2023
PRIMARY
EPA CompTox
DTXSID6045375
Created by admin on Sat Dec 16 18:01:56 GMT 2023 , Edited by admin on Sat Dec 16 18:01:56 GMT 2023
PRIMARY
NCI_THESAURUS
C47552
Created by admin on Sat Dec 16 18:01:56 GMT 2023 , Edited by admin on Sat Dec 16 18:01:56 GMT 2023
PRIMARY
DRUG BANK
DB06786
Created by admin on Sat Dec 16 18:01:56 GMT 2023 , Edited by admin on Sat Dec 16 18:01:56 GMT 2023
PRIMARY
DAILYMED
SI86V6QNEG
Created by admin on Sat Dec 16 18:01:56 GMT 2023 , Edited by admin on Sat Dec 16 18:01:56 GMT 2023
PRIMARY
WIKIPEDIA
HALCINONIDE
Created by admin on Sat Dec 16 18:01:56 GMT 2023 , Edited by admin on Sat Dec 16 18:01:56 GMT 2023
PRIMARY
PUBCHEM
443943
Created by admin on Sat Dec 16 18:01:56 GMT 2023 , Edited by admin on Sat Dec 16 18:01:56 GMT 2023
PRIMARY
INN
3392
Created by admin on Sat Dec 16 18:01:56 GMT 2023 , Edited by admin on Sat Dec 16 18:01:56 GMT 2023
PRIMARY
ChEMBL
CHEMBL1200845
Created by admin on Sat Dec 16 18:01:56 GMT 2023 , Edited by admin on Sat Dec 16 18:01:56 GMT 2023
PRIMARY
MESH
D006206
Created by admin on Sat Dec 16 18:01:56 GMT 2023 , Edited by admin on Sat Dec 16 18:01:56 GMT 2023
PRIMARY
CAS
3093-35-4
Created by admin on Sat Dec 16 18:01:56 GMT 2023 , Edited by admin on Sat Dec 16 18:01:56 GMT 2023
PRIMARY
MERCK INDEX
m5896
Created by admin on Sat Dec 16 18:01:56 GMT 2023 , Edited by admin on Sat Dec 16 18:01:56 GMT 2023
PRIMARY Merck Index
RS_ITEM_NUM
1302509
Created by admin on Sat Dec 16 18:01:56 GMT 2023 , Edited by admin on Sat Dec 16 18:01:56 GMT 2023
PRIMARY
ECHA (EC/EINECS)
221-439-6
Created by admin on Sat Dec 16 18:01:56 GMT 2023 , Edited by admin on Sat Dec 16 18:01:56 GMT 2023
PRIMARY
RXCUI
5084
Created by admin on Sat Dec 16 18:01:56 GMT 2023 , Edited by admin on Sat Dec 16 18:01:56 GMT 2023
PRIMARY RxNorm
EVMPD
SUB07994MIG
Created by admin on Sat Dec 16 18:01:56 GMT 2023 , Edited by admin on Sat Dec 16 18:01:56 GMT 2023
PRIMARY
Related Record Type Details
ACTIVE MOIETY