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Trandolapril

Product Name
Trandolapril
CAS No.
87679-37-6
Chemical Name
Trandolapril
Synonyms
Mavik;Odrik;Odric;Udrik;Gopten;Preran;ru44570;Trantowa;Olivetolic;Ccris 6594
CBNumber
CB8682356
Molecular Formula
C24H34N2O5
Formula Weight
430.54
MOL File
87679-37-6.mol
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Trandolapril Property

Melting point:
122-123°C
Boiling point:
626.0±55.0 °C(Predicted)
Density 
1.181±0.06 g/cm3(Predicted)
storage temp. 
2-8°C
solubility 
DMSO: ≥20mg/mL
form 
white powder
pka
3.15±0.20(Predicted)
color 
White to Off-White
InChIKey
VXFJYXUZANRPDJ-WTNASJBWSA-N
SMILES
N1(C(=O)[C@@H](N[C@H](C(OCC)=O)CCC2=CC=CC=C2)C)[C@]2([H])[C@]([H])(CCCC2)C[C@H]1C(O)=O
CAS DataBase Reference
87679-37-6(CAS DataBase Reference)
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Safety

WGK Germany 
3
RTECS 
NL6015178
HS Code 
2933995300
Hazardous Substances Data
87679-37-6(Hazardous Substances Data)
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Danger
Precautionary statements

P201Obtain special instructions before use.

P202Do not handle until all safety precautions have been read and understood.

P280Wear protective gloves/protective clothing/eye protection/face protection.

P308+P313IF exposed or concerned: Get medical advice/attention.

P405Store locked up.

P501Dispose of contents/container to..…

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N-Bromosuccinimide Price

Sigma-Aldrich
Product number
T4827
Product name
Trandolapril
Purity
≥98% (HPLC), white powder
Packaging
10mg
Price
$71.2
Updated
2024/03/01
Sigma-Aldrich
Product number
PHR3146
Product name
Trandolapril
Purity
pharmaceutical secondary standard, certified reference material
Packaging
250MG
Price
$200
Updated
2024/03/01
Sigma-Aldrich
Product number
BP1089
Product name
Trandolapril
Purity
British Pharmacopoeia (BP) Reference Standard
Packaging
200MG
Price
$257
Updated
2024/03/01
Sigma-Aldrich
Product number
1672687
Product name
Trandolapril
Purity
United States Pharmacopeia (USP) Reference Standard
Packaging
125mg
Price
$436
Updated
2024/03/01
Cayman Chemical
Product number
13522
Product name
Trandolapril
Purity
≥98%
Packaging
25mg
Price
$121
Updated
2024/03/01
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Trandolapril Chemical Properties,Usage,Production

Description

Trandolapril is a new ACE inhibitor that is rapidly hydrolyzed, mainly in the liver, to its biologically active form, trandolaprilat. Compared with all other ACE inhibitors, trandolaprilat is reported to have the highest lipophilicity and the most prolonged ACE inhibitory activity. In hypertensive patients, trandolapril at a dose of 2 mg reduces blood pressure consistently throughout the 24 hour period after intake, making it one of the best once a day antihypertensive drugs. It has also been demonstrated to inhibit aortic atherosclerosis in the hyperlipidemic rabbit.

Chemical Properties

White or almost white powder.

Originator

Roussel Uclaf (France)

Uses

Trandolapril has been used as an angiotensin-converting enzyme (ACE) inhibitor to study its effects on responsiveness of human retinal endothelial cells (HRECs) to vascular endothelial growth factor (VEGF).

Uses

An antihypertensive. Angiotensin converting enzyme (ACE) inhibitor

Uses

antibacterial

Definition

ChEBI: Trandolapril is a heterobicylic compound that is (2S,3aR,7aS)-1-[(2S)-2-aminopropanoyl]octahydro-1H-indole-2-carboxylic acid in which the hydrogen of the amino group is substituted by a (2R)-1-ethoxy-1-oxo-4-phenylbutan-2-yl group. It is a angiotensin-converting enzyme inhibitor and a prodrug used for the treatment of hypertension. It has a role as a prodrug, an antihypertensive agent and an EC 3.4.15.1 (peptidyl-dipeptidase A) inhibitor. It is a dicarboxylic acid monoester, a dipeptide, an ethyl ester, a secondary amino compound, a tertiary carboxamide and an organic heterobicyclic compound. It is functionally related to a trandolaprilat.

brand name

Odrik; Udrik; Gopten

General Description

Trandolapril, 1-[2-(1-ethoxycarbonyl-3-phenylpropylamino)propionyl]octahydroindole-2-carboxylicacid (Mavik), is an indole-containing ACE inhibitorthat is structurally related to most of the precedingagents discussed. Enalapril is very similar to trandolapril,with the primary difference occurring in the heterocyclicsystems. The pyrrolidine of enalapril has been replacedwith an octahydroindole system. Much like enalaprilate,trandolapril must be hydrolyzed to tranolaprilate, which isthe bioactive species.

Biochem/physiol Actions

Trandolapril is an ACE inhibitor. Trandolapril differs from other ACE inhibitors in that it has a longer biological half-life and a high degree of lipophilicity.

Clinical Use

Angiotensin converting enzyme inhibitor:
Hypertension
Heat failure
After myocardial infarction

Drug interactions

Potentially hazardous interactions with other drugs
Anaesthetics: enhanced hypotensive effect.
Analgesics: antagonism of hypotensive effect and increased risk of renal impairment with NSAIDs; hyperkalaemia with ketorolac and other NSAIDs.
Antihypertensives: increased risk of hyperkalaemia, hypotension and renal failure with ARBs and aliskiren.
Bee venom extract: possible severe anaphylactoid reactions when used together.
Ciclosporin: increased risk of hyperkalaemia and nephrotoxicity.
Cytotoxics: increased risk of angioedema with everolimus.
Diuretics: enhanced hypotensive effect; hyperkalaemia with potassium-sparing diuretics.
ESAs: increased risk of hyperkalaemia; antagonism of hypotensive effect.
Gold: flushing and hypotension with sodium aurothiomalate.
Lithium: reduced excretion (possibility of enhanced lithium toxicity).
Potassium salts: increased risk of hyperkalaemia.
Tacrolimus: increased risk of hyperkalaemia and nephrotoxicity.

Metabolism

Trandolapril is metabolised in the liver to the active trandolaprilat and to some inactive metabolites. About 33
% of an oral dose of trandolapril is excreted in the urine, mainly as trandolaprilat; the rest is excreted in the faeces.

Trandolapril Preparation Products And Raw materials

Raw materials

Preparation Products

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View Lastest Price from Trandolapril manufacturers

Hebei Weibang Biotechnology Co., Ltd
Product
Trandolapril 87679-37-6
Price
US $10.00/KG
Min. Order
1KG
Purity
99%
Supply Ability
10 mt
Release date
2024-11-11
Hebei Dangtong Import and export Co LTD
Product
Trandolapril 87679-37-6
Price
US $560.00-555.00/Grams
Min. Order
10Grams
Purity
99%
Supply Ability
100Tons
Release date
2023-03-03
Hebei Mojin Biotechnology Co., Ltd
Product
Trandolapril 87679-37-6
Price
US $10.00/KG
Min. Order
1KG
Purity
99%
Supply Ability
5000000kg
Release date
2023-08-04

87679-37-6, TrandolaprilRelated Search:


  • (2s-(1(r*(r*)),2-alpha,3a-alpha,7a-beta))-)amino)-1-oxopropyl)
  • ru44570
  • (2s,3ar,7as)-1-[(2s)-2-[[(1s)-1-ethoxycarbonyl-3-phenyl-propyl]amino]propanoyl]-2,3,3a,4,5,6,7,7a-octahydroindole-2-carboxylic acid
  • Mavik, (2S,3aR,7aS)-1-[(2S)-2-[[(1S)-1-(ethoxycarbonyl)-3-phenylpropyl]amino]-1-oxopropyl]octahydro-1H-Indole-2-carboxylic acid
  • (3αR.7αS)-1-[N-[1(S)-(Ethoxycarbonyl)-3-phenylpropy]-(S)-alanyl]oetahydroindole-2(S)-carboxylic acid
  • TrandolaprilC24H34N205
  • Mavik, Odrik, Gopten, RU-44570
  • 1H-Indole-2-carboxylic acid, 1-[(2S)-2-[[(1S)-1-(ethoxycarbonyl)-3-phenylpropyl]amino]-1-oxopropyl]octahydro-, (2S,3aR,7aS)- (9CI)
  • 1H-Indole-2-carboxylic acid, 1-[2-[[1-(ethoxycarbonyl)-3-phenylpropyl]amino]-1-oxopropyl]octahydro-, [2S-[1[R*(R*)],2a,3aa,7ab]]-
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  • (2S,3aR,7aS)-1-[(2S)-2-[[(1S)-1-(Ethoxycarbonyl)-3-phenylpropyl]amino]-1-oxopropyl]octahydro-1H-Indole-2-carboxylic Acid
  • Mavik
  • TRANDOLAPRIL
  • Olivetolic
  • 1H-Indole-2-carboxylic acid, octahydro-1-(2-((1-(ethoxycarbonyl)-3-phenylpropyl)amino)-1- oxopropyl)-, (2S-(1(R*(R*)),2-alpha,3a-alpha,7a-beta))
  • (2S,3aR,7aS)-1-[(2S)-2-[[(1S)-1-(Ethoxycarbonyl)-3-phenylpropyl]amino]propionyl]-3a,4,5,6,7,7a-hexahydro-2-indolinecarboxylic acid
  • (2S,3aR,7aS)-1-[(S)-N-[(S)-1-Ethoxycarbonyl-3-phenylpropyl]alanyl]octahydro-1H-indole-2-carboxylic acid
  • Odric
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  • (2S,3Ar,7as)-1-((S)-N-((S)-1-carboxy-3-phenylpropyl)alanyl)hexahydro-2-indolinecarboxylic acid, 1-ethyl ester
  • 1H-Indole-2-carboxylic acid, 1-((2S)-2-((1-(ethoxycarbonyl)-3-phenylpropyl)amino)-1-oxopropyl)octahydro-, (2S,3ar,7as)-
  • Ccris 6594
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  • 1H-Indole-2-carboxylicacid,1-[(2S)-2-[[(1S)-1-(ethoxycarbonyl)-3-phenylpropyl]aMino]-1-oxopropyl]octahydro-,(2S,3aR,7aS)-
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  • Trandolapril (1672687)
  • RU-44570,collagen,UUD model,inhibit,arterial hypertrophy,congestive heart failure,cellular fibronectin accumulation,Angiotensin-converting Enzyme (ACE),hypertension,CHF,RU 44570,spontaneously hypertensive rats,RU44570,Trandolapril,Inhibitor,UUO model,orally active,nonsulfhydryl,myocardial infarction,unilateral ureteral obstruction,Trandolaprilat
  • 87679-37-6
  • TERRAMYCIN
  • API
  • Intermediates & Fine Chemicals
  • Pharmaceuticals