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Details

Stereochemistry ACHIRAL
Molecular Formula C15H18ClN3O3S.ClH
Molecular Weight 392.301
Optical Activity NONE
Defined Stereocenters 0 / 0
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of TIARAMIDE HYDROCHLORIDE

SMILES

Cl.OCCN1CCN(CC1)C(=O)CN2C(=O)SC3=C2C=C(Cl)C=C3

InChI

InChIKey=UKNGDQSYPNBJAO-UHFFFAOYSA-N
InChI=1S/C15H18ClN3O3S.ClH/c16-11-1-2-13-12(9-11)19(15(22)23-13)10-14(21)18-5-3-17(4-6-18)7-8-20;/h1-2,9,20H,3-8,10H2;1H

HIDE SMILES / InChI

Molecular Formula C15H18ClN3O3S
Molecular Weight 355.84
Charge 0
Count
Stereochemistry ACHIRAL
Additional Stereochemistry No
Defined Stereocenters 0 / 0
E/Z Centers 0
Optical Activity NONE

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

Tiaramide is an anti-inflammatory and analgesic drug, which was developed by Fujisawa Pharmaceutical (now Astellas pharma) and used in Japan under the name Solantol for the treatment of different pain and inflammatory disorders. Later on, Astellas recalled the product by reasons other than safety. The mechanism of tiaramide action is unknown.

Approval Year

Conditions

Conditions

ConditionModalityTargetsHighest PhaseProduct
Primary
SOLANTAL

Approved Use

Pain management after surgery, tooth extraction and trauma, pain relief in arthritis, low back pain, cervical shoulder arm syndrome, pelvic inflammation, birth canal injuries, breast engorgement, herpes zoster, polymorphic exudative erythema, cystitis, epididymitis, uveitis, pericoronitis, acute upper respiratory tract inflammation.

Launch Date

1974
Palliative
SOLANTOL

Approved Use

Pain management after surgery, tooth extraction and trauma, pain relief in arthritis, low back pain, cervical shoulder arm syndrome, pelvic inflammation, birth canal injuries, breast engorgement, herpes zoster, polymorphic exudative erythema, cystitis, epididymitis, uveitis, pericoronitis, acute upper respiratory tract inflammation.

Launch Date

1974
PubMed

PubMed

TitleDatePubMed
Strategy for structure elucidation of drug metabolites derived from protonated molecules and (MS)n fragmentation of zotepine, tiaramide and their metabolites.
2002
Synthesis and anti-inflammatory activity of certain piperazinylthienylpyridazine derivatives.
2007 Jul
Safety of selective cyclooxygenase-2 inhibitors and a basic non-steroidal anti-inflammatory drug (NSAID) in Japanese patients with NSAID-induced urticaria and/or angioedema: Comparison of meloxicam, etodolac and tiaramide.
2007 Mar
Evaluation of the interaction between nonsteroidal anti-inflammatory drugs and methotrexate using human organic anion transporter 3-transfected cells.
2008 Oct 31
Patents

Sample Use Guides

The recommended dose is 1 tablet (100 mg) once daily. In patients with acute upper respiratory tract inflammation the dose may be increased up to 3 tablets.
Route of Administration: Oral
In Vitro Use Guide
Tiaramide in 10(-4) and 10(-5)M inhibited effectively the platelet aggregation caused by ADP.
Substance Class Chemical
Created
by admin
on Fri Dec 15 17:27:13 GMT 2023
Edited
by admin
on Fri Dec 15 17:27:13 GMT 2023
Record UNII
ITY1616X9T
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
TIARAMIDE HYDROCHLORIDE
MART.   MI   USAN   WHO-DD  
USAN  
Official Name English
SOLANTAL
Brand Name English
4-[(5-Chloro-2-oxo-3-benzothiazolinyl)acetyl]-1-piperazineethanol monohydrochloride
Systematic Name English
2(3H)-BENZOTHIAZOLONE, 5-CHLORO-3-(2-(4-(2-HYDROXYETHYL)-1-PIPERAZINYL)-2-OXOETHYL)-, HYDROCHLORIDE (1:1)
Systematic Name English
Tiaramide hydrochloride [WHO-DD]
Common Name English
1-PIPERAZINEETHANOL, 4-((5-CHLORO-2-OXO-3(2H)-BENZOTHIAZOLYL)ACETYL)-, MONOHYDROCHLORIDE
Common Name English
TIARAMIDE HCL
Common Name English
RHC-2592
Code English
NTA-194
Code English
TIARAMIDE HYDROCHLORIDE [JAN]
Common Name English
TIARAMIDE HYDROCHLORIDE [USAN]
Common Name English
NSC-289337
Code English
TIARAMIDE HYDROCHLORIDE [MI]
Common Name English
FK-1160
Code English
TIARAMIDE HYDROCHLORIDE [MART.]
Common Name English
Classification Tree Code System Code
NCI_THESAURUS C319
Created by admin on Fri Dec 15 17:27:13 GMT 2023 , Edited by admin on Fri Dec 15 17:27:13 GMT 2023
Code System Code Type Description
ECHA (EC/EINECS)
252-802-7
Created by admin on Fri Dec 15 17:27:13 GMT 2023 , Edited by admin on Fri Dec 15 17:27:13 GMT 2023
PRIMARY
EVMPD
SUB04855MIG
Created by admin on Fri Dec 15 17:27:13 GMT 2023 , Edited by admin on Fri Dec 15 17:27:13 GMT 2023
PRIMARY
NCI_THESAURUS
C152604
Created by admin on Fri Dec 15 17:27:13 GMT 2023 , Edited by admin on Fri Dec 15 17:27:13 GMT 2023
PRIMARY
FDA UNII
ITY1616X9T
Created by admin on Fri Dec 15 17:27:13 GMT 2023 , Edited by admin on Fri Dec 15 17:27:13 GMT 2023
PRIMARY
NSC
289337
Created by admin on Fri Dec 15 17:27:13 GMT 2023 , Edited by admin on Fri Dec 15 17:27:13 GMT 2023
PRIMARY
PUBCHEM
443949
Created by admin on Fri Dec 15 17:27:13 GMT 2023 , Edited by admin on Fri Dec 15 17:27:13 GMT 2023
PRIMARY
MERCK INDEX
m10849
Created by admin on Fri Dec 15 17:27:13 GMT 2023 , Edited by admin on Fri Dec 15 17:27:13 GMT 2023
PRIMARY Merck Index
SMS_ID
100000084916
Created by admin on Fri Dec 15 17:27:13 GMT 2023 , Edited by admin on Fri Dec 15 17:27:13 GMT 2023
PRIMARY
EPA CompTox
DTXSID6048757
Created by admin on Fri Dec 15 17:27:13 GMT 2023 , Edited by admin on Fri Dec 15 17:27:13 GMT 2023
PRIMARY
ChEMBL
CHEMBL274239
Created by admin on Fri Dec 15 17:27:13 GMT 2023 , Edited by admin on Fri Dec 15 17:27:13 GMT 2023
PRIMARY
CAS
35941-71-0
Created by admin on Fri Dec 15 17:27:13 GMT 2023 , Edited by admin on Fri Dec 15 17:27:13 GMT 2023
PRIMARY
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ACTIVE MOIETY