Details
Stereochemistry | ABSOLUTE |
Molecular Formula | C24H28N2O5 |
Molecular Weight | 424.4904 |
Optical Activity | UNSPECIFIED |
Defined Stereocenters | 2 / 2 |
E/Z Centers | 0 |
Charge | 0 |
SHOW SMILES / InChI
SMILES
CCOC(=O)[C@]([H])(CCc1ccccc1)N[C@@]2([H])CCc3ccccc3N(CC(=O)O)C2=O
InChI
InChIKey=XPCFTKFZXHTYIP-PMACEKPBSA-N
InChI=1S/C24H28N2O5/c1-2-31-24(30)20(14-12-17-8-4-3-5-9-17)25-19-15-13-18-10-6-7-11-21(18)26(23(19)29)16-22(27)28/h3-11,19-20,25H,2,12-16H2,1H3,(H,27,28)/t19-,20-/m0/s1
DescriptionCurator's Comment:: description was created based on several sources, including:
https://www.drugs.com/pro/benazepril.html | DOI: 10.1111/j.1527-3466.1990.tb00432.x
Curator's Comment:: description was created based on several sources, including:
https://www.drugs.com/pro/benazepril.html | DOI: 10.1111/j.1527-3466.1990.tb00432.x
Benazepril is a prodrug which is metabolized by the liver into its active form benazeprilat via cleavage of the drug's ester group. Benazepril and Benazeprilat inhibit angiotensin-converting enzyme (ACE) in human subjects and animals. Benazeprilat has much greater ACE inhibitory activity than does Benazepril. It is indicated for the treatment of hypertension. It may be used alone or in combination with thiazide diuretics. Adverse reactions reported in controlled clinical trials and rarer events seen in post-marketing experience, include the following: Stevens-Johnson syndrome, pemphigus, apparent hypersensitivity reactions (manifested by dermatitis, pruritus, or rash), photosensitivity, and flushing, nausea, pancreatitis, constipation, gastritis, vomiting, and melena, thrombocytopenia and hemolytic anemia, anxiety, decreased libido, hypertonia, insomnia, nervousness, and paresthesia. Patients on diuretics, especially those in whom diuretic therapy was recently instituted, may occasionally experience an excessive reduction of blood pressure after initiation of therapy with Benazepril. Increased serum lithium levels and symptoms of lithium toxicity have been reported in patients receiving ACE inhibitors (including benazepril) during therapy with lithium.
Originator
Approval Year
Targets
Primary Target | Pharmacology | Condition | Potency |
---|---|---|---|
Target ID: CHEMBL1808 |
14.0 nM [IC50] |
Conditions
Condition | Modality | Targets | Highest Phase | Product |
---|---|---|---|---|
Primary | LOTENSIN Approved UseAmlodipine besylate and benazepril hydrochloride capsules is a combination capsule of amlodipine, a dihydropyridine calcium channel blocker (DHP CCB) and benazepril, an angiotensin converting enzyme (ACE) inhibitor. Amlodipine besylate and benazepril hydrochloride capsules are indicated for the treatment of hypertension in patients not adequately controlled on monotherapy with either agent (1) 1.1 Hypertension Amlodipine besylate and benazepril hydrochloride capsules are indicated for the treatment of hypertension in patients not adequately controlled on monotherapy with either agent. Launch Date6.7780798E11 |
Cmax
Value | Dose | Co-administered | Analyte | Population |
---|---|---|---|---|
437 pmol/g EXPERIMENT https://www.ncbi.nlm.nih.gov/pubmed/2344861 |
10 mg single, oral dose: 10 mg route of administration: Oral experiment type: SINGLE co-administered: |
BENAZEPRIL plasma | Homo sapiens population: UNHEALTHY age: ADULT sex: FEMALE / MALE food status: UNKNOWN |
AUC
Value | Dose | Co-administered | Analyte | Population |
---|---|---|---|---|
334 pmol × h/g EXPERIMENT https://www.ncbi.nlm.nih.gov/pubmed/2344861 |
10 mg single, oral dose: 10 mg route of administration: Oral experiment type: SINGLE co-administered: |
BENAZEPRIL plasma | Homo sapiens population: UNHEALTHY age: ADULT sex: FEMALE / MALE food status: UNKNOWN |
T1/2
Value | Dose | Co-administered | Analyte | Population |
---|---|---|---|---|
0.6 h EXPERIMENT https://www.ncbi.nlm.nih.gov/pubmed/2344861 |
10 mg single, oral dose: 10 mg route of administration: Oral experiment type: SINGLE co-administered: |
BENAZEPRIL plasma | Homo sapiens population: UNHEALTHY age: ADULT sex: FEMALE / MALE food status: UNKNOWN |
Doses
Dose | Population | Adverse events |
---|---|---|
10 mg 1 times / day multiple, oral Recommended Dose: 10 mg, 1 times / day Route: oral Route: multiple Dose: 10 mg, 1 times / day Sources: |
unhealthy, adult n = 116 Health Status: unhealthy Condition: Essential hypertension Age Group: adult Population Size: 116 Sources: |
Other AEs: Headache, Back pain... Other AEs: Headache (8.6%) Sources: Back pain (2.6%) Diarrhoea (0.9%) Upper respiratory tract infection (3.4%) Peripheral oedema (1.7%) Sinusitis (1.7%) Fatigue (0.9%) Cough (1.7%) Arthralgia (0.9%) |
10 mg 1 times / day multiple, oral Recommended Dose: 10 mg, 1 times / day Route: oral Route: multiple Dose: 10 mg, 1 times / day Sources: |
unhealthy n = 193 Health Status: unhealthy Condition: Essential hypertension Population Size: 193 Sources: |
Other AEs: Headache, Fatigue... Other AEs: Headache (9%) Sources: Fatigue (2%) Nausea (2%) Dizziness (2%) Cough increased (2%) |
20 mg 1 times / day multiple, oral Recommended Dose: 20 mg, 1 times / day Route: oral Route: multiple Dose: 20 mg, 1 times / day Sources: |
unhealthy n = 1145 Health Status: unhealthy Condition: Essential hypertension Population Size: 1145 Sources: |
Other AEs: Headache, Fatigue... Other AEs: Headache (3%) Sources: Fatigue (2%) Nausea (1%) Dizziness (3%) Dizziness postural (1%) Cough increased (2%) |
40 mg 1 times / day multiple, oral Recommended Dose: 40 mg, 1 times / day Route: oral Route: multiple Dose: 40 mg, 1 times / day Sources: |
unhealthy n = 771 Health Status: unhealthy Condition: Essential hypertension Population Size: 771 Sources: |
Other AEs: Headache, Fatigue... Other AEs: Headache (3%) Sources: Fatigue (2%) Nausea (1%) Dizziness (2%) Dizziness postural (1%) Cough increased (1%) |
5 mg 1 times / day multiple, oral (max) Recommended Dose: 5 mg, 1 times / day Route: oral Route: multiple Dose: 5 mg, 1 times / day Sources: |
unhealthy n = 184 Health Status: unhealthy Condition: Essential hypertension Population Size: 184 Sources: |
Other AEs: Headache, Dizziness... Other AEs: Headache (6%) Sources: Dizziness (2%) Dizziness postural (2%) |
80 mg 1 times / day multiple, oral Recommended Dose: 80 mg, 1 times / day Route: oral Route: multiple Dose: 80 mg, 1 times / day Sources: |
unhealthy n = 86 Health Status: unhealthy Condition: Essential hypertension Population Size: 86 Sources: |
Other AEs: Headache, Fatigue... Other AEs: Headache (2%) Sources: Fatigue (5%) Nausea (1%) Cough increased (1%) |
AEs
AE | Significance | Dose | Population |
---|---|---|---|
Arthralgia | 0.9% | 10 mg 1 times / day multiple, oral Recommended Dose: 10 mg, 1 times / day Route: oral Route: multiple Dose: 10 mg, 1 times / day Sources: |
unhealthy, adult n = 116 Health Status: unhealthy Condition: Essential hypertension Age Group: adult Population Size: 116 Sources: |
Diarrhoea | 0.9% | 10 mg 1 times / day multiple, oral Recommended Dose: 10 mg, 1 times / day Route: oral Route: multiple Dose: 10 mg, 1 times / day Sources: |
unhealthy, adult n = 116 Health Status: unhealthy Condition: Essential hypertension Age Group: adult Population Size: 116 Sources: |
Fatigue | 0.9% | 10 mg 1 times / day multiple, oral Recommended Dose: 10 mg, 1 times / day Route: oral Route: multiple Dose: 10 mg, 1 times / day Sources: |
unhealthy, adult n = 116 Health Status: unhealthy Condition: Essential hypertension Age Group: adult Population Size: 116 Sources: |
Cough | 1.7% | 10 mg 1 times / day multiple, oral Recommended Dose: 10 mg, 1 times / day Route: oral Route: multiple Dose: 10 mg, 1 times / day Sources: |
unhealthy, adult n = 116 Health Status: unhealthy Condition: Essential hypertension Age Group: adult Population Size: 116 Sources: |
Peripheral oedema | 1.7% | 10 mg 1 times / day multiple, oral Recommended Dose: 10 mg, 1 times / day Route: oral Route: multiple Dose: 10 mg, 1 times / day Sources: |
unhealthy, adult n = 116 Health Status: unhealthy Condition: Essential hypertension Age Group: adult Population Size: 116 Sources: |
Sinusitis | 1.7% | 10 mg 1 times / day multiple, oral Recommended Dose: 10 mg, 1 times / day Route: oral Route: multiple Dose: 10 mg, 1 times / day Sources: |
unhealthy, adult n = 116 Health Status: unhealthy Condition: Essential hypertension Age Group: adult Population Size: 116 Sources: |
Back pain | 2.6% | 10 mg 1 times / day multiple, oral Recommended Dose: 10 mg, 1 times / day Route: oral Route: multiple Dose: 10 mg, 1 times / day Sources: |
unhealthy, adult n = 116 Health Status: unhealthy Condition: Essential hypertension Age Group: adult Population Size: 116 Sources: |
Upper respiratory tract infection | 3.4% | 10 mg 1 times / day multiple, oral Recommended Dose: 10 mg, 1 times / day Route: oral Route: multiple Dose: 10 mg, 1 times / day Sources: |
unhealthy, adult n = 116 Health Status: unhealthy Condition: Essential hypertension Age Group: adult Population Size: 116 Sources: |
Headache | 8.6% | 10 mg 1 times / day multiple, oral Recommended Dose: 10 mg, 1 times / day Route: oral Route: multiple Dose: 10 mg, 1 times / day Sources: |
unhealthy, adult n = 116 Health Status: unhealthy Condition: Essential hypertension Age Group: adult Population Size: 116 Sources: |
Cough increased | 2% | 10 mg 1 times / day multiple, oral Recommended Dose: 10 mg, 1 times / day Route: oral Route: multiple Dose: 10 mg, 1 times / day Sources: |
unhealthy n = 193 Health Status: unhealthy Condition: Essential hypertension Population Size: 193 Sources: |
Dizziness | 2% | 10 mg 1 times / day multiple, oral Recommended Dose: 10 mg, 1 times / day Route: oral Route: multiple Dose: 10 mg, 1 times / day Sources: |
unhealthy n = 193 Health Status: unhealthy Condition: Essential hypertension Population Size: 193 Sources: |
Fatigue | 2% | 10 mg 1 times / day multiple, oral Recommended Dose: 10 mg, 1 times / day Route: oral Route: multiple Dose: 10 mg, 1 times / day Sources: |
unhealthy n = 193 Health Status: unhealthy Condition: Essential hypertension Population Size: 193 Sources: |
Nausea | 2% | 10 mg 1 times / day multiple, oral Recommended Dose: 10 mg, 1 times / day Route: oral Route: multiple Dose: 10 mg, 1 times / day Sources: |
unhealthy n = 193 Health Status: unhealthy Condition: Essential hypertension Population Size: 193 Sources: |
Headache | 9% | 10 mg 1 times / day multiple, oral Recommended Dose: 10 mg, 1 times / day Route: oral Route: multiple Dose: 10 mg, 1 times / day Sources: |
unhealthy n = 193 Health Status: unhealthy Condition: Essential hypertension Population Size: 193 Sources: |
Dizziness postural | 1% | 20 mg 1 times / day multiple, oral Recommended Dose: 20 mg, 1 times / day Route: oral Route: multiple Dose: 20 mg, 1 times / day Sources: |
unhealthy n = 1145 Health Status: unhealthy Condition: Essential hypertension Population Size: 1145 Sources: |
Nausea | 1% | 20 mg 1 times / day multiple, oral Recommended Dose: 20 mg, 1 times / day Route: oral Route: multiple Dose: 20 mg, 1 times / day Sources: |
unhealthy n = 1145 Health Status: unhealthy Condition: Essential hypertension Population Size: 1145 Sources: |
Cough increased | 2% | 20 mg 1 times / day multiple, oral Recommended Dose: 20 mg, 1 times / day Route: oral Route: multiple Dose: 20 mg, 1 times / day Sources: |
unhealthy n = 1145 Health Status: unhealthy Condition: Essential hypertension Population Size: 1145 Sources: |
Fatigue | 2% | 20 mg 1 times / day multiple, oral Recommended Dose: 20 mg, 1 times / day Route: oral Route: multiple Dose: 20 mg, 1 times / day Sources: |
unhealthy n = 1145 Health Status: unhealthy Condition: Essential hypertension Population Size: 1145 Sources: |
Dizziness | 3% | 20 mg 1 times / day multiple, oral Recommended Dose: 20 mg, 1 times / day Route: oral Route: multiple Dose: 20 mg, 1 times / day Sources: |
unhealthy n = 1145 Health Status: unhealthy Condition: Essential hypertension Population Size: 1145 Sources: |
Headache | 3% | 20 mg 1 times / day multiple, oral Recommended Dose: 20 mg, 1 times / day Route: oral Route: multiple Dose: 20 mg, 1 times / day Sources: |
unhealthy n = 1145 Health Status: unhealthy Condition: Essential hypertension Population Size: 1145 Sources: |
Cough increased | 1% | 40 mg 1 times / day multiple, oral Recommended Dose: 40 mg, 1 times / day Route: oral Route: multiple Dose: 40 mg, 1 times / day Sources: |
unhealthy n = 771 Health Status: unhealthy Condition: Essential hypertension Population Size: 771 Sources: |
Dizziness postural | 1% | 40 mg 1 times / day multiple, oral Recommended Dose: 40 mg, 1 times / day Route: oral Route: multiple Dose: 40 mg, 1 times / day Sources: |
unhealthy n = 771 Health Status: unhealthy Condition: Essential hypertension Population Size: 771 Sources: |
Nausea | 1% | 40 mg 1 times / day multiple, oral Recommended Dose: 40 mg, 1 times / day Route: oral Route: multiple Dose: 40 mg, 1 times / day Sources: |
unhealthy n = 771 Health Status: unhealthy Condition: Essential hypertension Population Size: 771 Sources: |
Dizziness | 2% | 40 mg 1 times / day multiple, oral Recommended Dose: 40 mg, 1 times / day Route: oral Route: multiple Dose: 40 mg, 1 times / day Sources: |
unhealthy n = 771 Health Status: unhealthy Condition: Essential hypertension Population Size: 771 Sources: |
Fatigue | 2% | 40 mg 1 times / day multiple, oral Recommended Dose: 40 mg, 1 times / day Route: oral Route: multiple Dose: 40 mg, 1 times / day Sources: |
unhealthy n = 771 Health Status: unhealthy Condition: Essential hypertension Population Size: 771 Sources: |
Headache | 3% | 40 mg 1 times / day multiple, oral Recommended Dose: 40 mg, 1 times / day Route: oral Route: multiple Dose: 40 mg, 1 times / day Sources: |
unhealthy n = 771 Health Status: unhealthy Condition: Essential hypertension Population Size: 771 Sources: |
Dizziness postural | 2% | 5 mg 1 times / day multiple, oral (max) Recommended Dose: 5 mg, 1 times / day Route: oral Route: multiple Dose: 5 mg, 1 times / day Sources: |
unhealthy n = 184 Health Status: unhealthy Condition: Essential hypertension Population Size: 184 Sources: |
Dizziness | 2% | 5 mg 1 times / day multiple, oral (max) Recommended Dose: 5 mg, 1 times / day Route: oral Route: multiple Dose: 5 mg, 1 times / day Sources: |
unhealthy n = 184 Health Status: unhealthy Condition: Essential hypertension Population Size: 184 Sources: |
Headache | 6% | 5 mg 1 times / day multiple, oral (max) Recommended Dose: 5 mg, 1 times / day Route: oral Route: multiple Dose: 5 mg, 1 times / day Sources: |
unhealthy n = 184 Health Status: unhealthy Condition: Essential hypertension Population Size: 184 Sources: |
Cough increased | 1% | 80 mg 1 times / day multiple, oral Recommended Dose: 80 mg, 1 times / day Route: oral Route: multiple Dose: 80 mg, 1 times / day Sources: |
unhealthy n = 86 Health Status: unhealthy Condition: Essential hypertension Population Size: 86 Sources: |
Nausea | 1% | 80 mg 1 times / day multiple, oral Recommended Dose: 80 mg, 1 times / day Route: oral Route: multiple Dose: 80 mg, 1 times / day Sources: |
unhealthy n = 86 Health Status: unhealthy Condition: Essential hypertension Population Size: 86 Sources: |
Headache | 2% | 80 mg 1 times / day multiple, oral Recommended Dose: 80 mg, 1 times / day Route: oral Route: multiple Dose: 80 mg, 1 times / day Sources: |
unhealthy n = 86 Health Status: unhealthy Condition: Essential hypertension Population Size: 86 Sources: |
Fatigue | 5% | 80 mg 1 times / day multiple, oral Recommended Dose: 80 mg, 1 times / day Route: oral Route: multiple Dose: 80 mg, 1 times / day Sources: |
unhealthy n = 86 Health Status: unhealthy Condition: Essential hypertension Population Size: 86 Sources: |
PubMed
Title | Date | PubMed |
---|---|---|
Low Dose Combination Therapy vs. High Dose Monotherapy in the Management of Hypertension. | 1999 Nov |
|
Renal protective effects of blocking the intrarenal renin-angiotensin system. | 1999 Sep |
|
Effect of combination of valsartan with benazepril on blood pressure and left ventricular hypertrophy in SHR. | 2000 Nov |
|
Effects of the angiotensin converting enzyme inhibitor benazepril in cats with induced renal insufficiency. | 2001 Mar |
|
Spectrophotometric determination of benazepril hydrochloride and hydrochlorothiazide in binary mixture using second derivative, second derivative of the ratio spectra and chemometric methods. | 2001 May |
|
Combination of hydrochlorothiazide or benazepril with valsartan in hypertensive patients unresponsive to valsartan alone. | 2001 Nov |
|
Treatment of IgA nephropathy with angiotensin converting enzyme inhibitors: design of a prospective randomized multicenter trial. | 2001 Nov-Dec |
|
Clinical pharmacokinetics and selective pharmacodynamics of new angiotensin converting enzyme inhibitors: an update. | 2002 |
|
Effects of losartan and benazepril on abnormal circadian blood pressure rhythm and target organ damage in SHRSP. | 2002 Apr |
|
Intensive blood pressure reduction is beneficial in patients with impaired cardiac function coexisting with chronic renal insufficiency. | 2002 Jan |
|
Potentiometric and thermal studies of a coated-wire benazepril-selective electrode. | 2002 Jan 1 |
|
Combination therapy of amlodipine/benazepril versus monotherapy of amlodipine in a practice-based setting. | 2002 Jun |
|
Impact of an ACE inhibitor and calcium antagonist on microalbuminuria and lipid subfractions in type 2 diabetes: a randomised, multi-centre pilot study. | 2002 Mar |
|
Combination therapy with benazepril and oral adsorbent ameliorates progressive renal fibrosis in uremic rats. | 2002 Mar |
|
Self-measured systolic blood pressure in the morning is a strong indicator of decline of renal function in hypertensive patients with non-diabetic chronic renal insufficiency. | 2002 May |
|
Fentanyl-associated syndrome of inappropriate antidiuretic hormone secretion. | 2002 Sep |
|
[The use of angiotensin-converting enzyme inhibitor benazepril in acute period of myocardial infarction]. | 2003 |
|
Effect of benazepril amlodipine combination on fibrinolysis in hypertensive diabetic patients. | 2003 Aug |
|
Gene expression profile revealed different effects of angiotensin II receptor blockade and angiotensin-converting enzyme inhibitor on heart failure. | 2003 Dec |
|
Quantitative determination of benazepril and benazeprilat in human plasma by gas chromatography-mass spectrometry using automated 96-well disk plate solid-phase extraction for sample preparation. | 2003 Jan 5 |
|
Argyria associated with colloidal silver supplementation. | 2003 Jul |
|
An angiotensin converting enzyme inhibitor, benazepril can be transformed to an active metabolite, benazeprilat, by the liver of dogs with ascitic pulmonary heartworm disease. | 2003 Jun |
|
Results of a pilot pharmacotherapy quality improvement program using fixed-dose, combination amlodipine/benazepril antihypertensive therapy in a long-term care setting. | 2003 Jun |
|
[Study on candidate genes of benazepril related cough in Chinese hypertensives]. | 2003 Jun |
|
Combination is better than monotherapy with ACE inhibitor or angiotensin receptor antagonist at recommended doses. | 2003 Mar |
|
[Postmarketing surveillance of benazepril-related cough and related risk factors analysis on hypertensives]. | 2003 May |
|
Achieving goal blood pressure in patients with type 2 diabetes: conventional versus fixed-dose combination approaches. | 2003 May-Jun |
|
Investigation of pimobendan versus benazepril in canine myxomatous valvular disease. | 2003 Oct 4 |
|
Systemic contact dermatitis due to captopril without cross-sensitivity to fosinopril, quinapril and benazepril. | 2004 |
|
Combined treatment with an AT1 receptor blocker and angiotensin converting enzyme inhibitor has an additive effect on inhibiting neointima formation via improvement of nitric oxide production and suppression of oxidative stress. | 2004 Feb |
Patents
Sample Use Guides
The recommended initial dose for patients not receiving a diuretic is 10 mg once a day. The usual maintenance dosage range is 20-40 mg per day administered as a single dose or in two equally divided doses. A dose of 80 mg gives an increased response, but experience with this dose is limited.
Route of Administration:
Oral
In Vitro Use Guide
Sources: https://www.ncbi.nlm.nih.gov/pubmed/3140614
Benazepril inhibited both adrenaline-stimulated aortic PGI2 synthesis (25 pg mg -1 min-1) and carbachol-stimulated urinary bladder PGI2 synthesis (20 pg mg -1 min-1) in dose-dependent manners. IC50 (concentrations of antagonist at which agonist-stimulated PGI2 synthesis was inhibited by 50%) was 8 x 10-5.
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Classification Tree | Code System | Code | ||
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NDF-RT |
N0000175562
Created by
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EMA VETERINARY ASSESSMENT REPORTS |
FORTEKOR PLUS [AUHTORIZED]
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NDF-RT |
N0000000181
Created by
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WHO-ATC |
C09AA07
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NCI_THESAURUS |
C247
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WHO-VATC |
QC09AA07
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WHO-ATC |
C09BA07
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WHO-VATC |
QC09BA07
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LIVERTOX |
93
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6129
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BENAZEPRIL
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18867
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Benazepril
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C044946
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M2303
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SUB05700MIG
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DB00542
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5362124
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CHEMBL838
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6374
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86541-75-5
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UDM7Q7QWP8
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299
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86541-75-5
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C61645
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METABOLITE ACTIVE (PRODRUG)
SALT/SOLVATE (PARENT)
SUBSTANCE RECORD