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Details

Stereochemistry ACHIRAL
Molecular Formula C20H29N5O6.ClH.H2O
Molecular Weight 489.95
Optical Activity NONE
Defined Stereocenters 0 / 0
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of TRIMAZOSIN HYDROCHLORIDE

SMILES

O.Cl.COC1=CC2=C(N=C(N=C2N)N3CCN(CC3)C(=O)OCC(C)(C)O)C(OC)=C1OC

InChI

InChIKey=WXMXALSEIGHTOR-UHFFFAOYSA-N
InChI=1S/C20H29N5O6.ClH.H2O/c1-20(2,27)11-31-19(26)25-8-6-24(7-9-25)18-22-14-12(17(21)23-18)10-13(28-3)15(29-4)16(14)30-5;;/h10,27H,6-9,11H2,1-5H3,(H2,21,22,23);1H;1H2

HIDE SMILES / InChI

Molecular Formula C20H29N5O6
Molecular Weight 435.4742
Charge 0
Count
Stereochemistry ACHIRAL
Additional Stereochemistry No
Defined Stereocenters 0 / 0
E/Z Centers 0
Optical Activity NONE

Molecular Formula H2O
Molecular Weight 18.0153
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

Trimazosin was originated by Pfizer and was licensed to Bristol-Myers Squibb worldwide except for Canada, Mexico and the USA. Trimazosin is a quinazoline antihypertensive agent structurally related to the selective alpha 1-adrenoceptor blocker prazosin. Trimazosin is an alpha adrenergic receptor antagonist. Compared with prazosin, trimazosin was a less potent but more efficacious hypotensive agent. At doses which caused equal or even greater hypotensive effects than those caused by prazosin, trimazosin caused less inhibition of pressor responses to phenylephrine. When administered during a maximum hypotensive response to prazosin, trimazosin caused an additional fall in pressure. Trimazosin is an effective antihypertensive when given by itself or in combination with a diuretic. Its ability to induce vasodilation without concomitant sodium retention or stimulation of the renin axis may be an important factor in its effectiveness. Trimazosin has the potential to cause sustained improvement in left ventricular function, both at rest and during exercise, in patients with chronic congestive heart failure (CHF).

Approval Year

PubMed

PubMed

TitleDatePubMed
The hypotensive effect of trimazosin is not caused solely by alpha 1-adrenoceptor blockade.
1984 Jan-Feb
Pharmacokinetics of trimazosin and its effects on blood pressure, renal function and proteinuria during short-term therapy of patients with impaired renal function and hypertension.
1986
Activation of the extraneuronal monoamine transporter (EMT) from rat expressed in 293 cells.
2002 Nov
Patents

Patents

Sample Use Guides

Trimazosin was given for periods of at least 6 mo to 25 patients with mild to moderate essential hypertension. In doses of 300 to 900 mg dialy trimazosin alone led to blood pressure control (supine diastolic blood pressure less than 90 mm Hg with a fall of at least 10 mm Hg) in 16 patients (64%).
Route of Administration: Oral
Substance Class Chemical
Created
by admin
on Fri Dec 15 15:14:14 UTC 2023
Edited
by admin
on Fri Dec 15 15:14:14 UTC 2023
Record UNII
827T79ILE7
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
TRIMAZOSIN HYDROCHLORIDE
MART.   USAN   WHO-DD  
USAN  
Official Name English
CP-19106-1
Code English
TRIMAZOSIN HYDROCHLORIDE [MART.]
Common Name English
TRIMAZOSIN HCL
Common Name English
1-PIPERAZINECARBOXYLIC ACID, 4-(4-AMINO-6,7,8-TRIMETHOXY-2-QUINAZOLINYL)-, 2-HYDROXY-2-METHYLPROPYL ESTER, MONOHYDROCHLORIDE, MONOHYDRATE
Common Name English
CP-19,106-1
Code English
TRIMAZOSIN HYDROCHLORIDE MONOHYDRATE
MI  
Common Name English
Trimazosin hydrochloride [WHO-DD]
Common Name English
2-Hydroxy-2-methylpropyl 4-(4-amino-6,7,8-trimethoxy-2-quinazolinyl)-1-piperazinecarboxylate monohydrochloride monohydrate
Systematic Name English
1-PIPERAZINECARBOXYLIC ACID, 4-(4-AMINO-6,7,8-TRIMETHOXY-2-QUINAZOLINYL)-, 2-HYDROXY-2-METHYLPROPYL ESTER, HYDROCHLORIDE, HYDRATE (1:1:1)
Common Name English
TRIMAZOSIN HYDROCHLORIDE [USAN]
Common Name English
TRIMAZOSIN HYDROCHLORIDE MONOHYDRATE [MI]
Common Name English
Classification Tree Code System Code
NCI_THESAURUS C29713
Created by admin on Fri Dec 15 15:14:14 UTC 2023 , Edited by admin on Fri Dec 15 15:14:14 UTC 2023
Code System Code Type Description
EPA CompTox
DTXSID40202021
Created by admin on Fri Dec 15 15:14:14 UTC 2023 , Edited by admin on Fri Dec 15 15:14:14 UTC 2023
PRIMARY
PUBCHEM
64749
Created by admin on Fri Dec 15 15:14:14 UTC 2023 , Edited by admin on Fri Dec 15 15:14:14 UTC 2023
PRIMARY
DRUG BANK
DBSALT001792
Created by admin on Fri Dec 15 15:14:14 UTC 2023 , Edited by admin on Fri Dec 15 15:14:14 UTC 2023
PRIMARY
ChEMBL
CHEMBL513301
Created by admin on Fri Dec 15 15:14:14 UTC 2023 , Edited by admin on Fri Dec 15 15:14:14 UTC 2023
PRIMARY
MERCK INDEX
m978
Created by admin on Fri Dec 15 15:14:14 UTC 2023 , Edited by admin on Fri Dec 15 15:14:14 UTC 2023
PRIMARY Merck Index
NCI_THESAURUS
C75060
Created by admin on Fri Dec 15 15:14:14 UTC 2023 , Edited by admin on Fri Dec 15 15:14:14 UTC 2023
PRIMARY
MESH
C005185
Created by admin on Fri Dec 15 15:14:14 UTC 2023 , Edited by admin on Fri Dec 15 15:14:14 UTC 2023
PRIMARY
FDA UNII
827T79ILE7
Created by admin on Fri Dec 15 15:14:14 UTC 2023 , Edited by admin on Fri Dec 15 15:14:14 UTC 2023
PRIMARY
CAS
53746-46-6
Created by admin on Fri Dec 15 15:14:14 UTC 2023 , Edited by admin on Fri Dec 15 15:14:14 UTC 2023
PRIMARY
EVMPD
SUB04965MIG
Created by admin on Fri Dec 15 15:14:14 UTC 2023 , Edited by admin on Fri Dec 15 15:14:14 UTC 2023
PRIMARY
SMS_ID
100000084664
Created by admin on Fri Dec 15 15:14:14 UTC 2023 , Edited by admin on Fri Dec 15 15:14:14 UTC 2023
PRIMARY
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ANHYDROUS->SOLVATE
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