Details
| Stereochemistry | RACEMIC |
| Molecular Formula | C12H21N5O3 |
| Molecular Weight | 283.3268 |
| Optical Activity | ( + / - ) |
| Defined Stereocenters | 0 / 1 |
| E/Z Centers | 0 |
| Charge | 0 |
SHOW SMILES / InChI
SMILES
CCOC(=O)NNC1=NN=C(C=C1)N(CC)CC(C)O
InChI
InChIKey=QLTVVOATEHFXLT-UHFFFAOYSA-N
InChI=1S/C12H21N5O3/c1-4-17(8-9(3)18)11-7-6-10(13-15-11)14-16-12(19)20-5-2/h6-7,9,18H,4-5,8H2,1-3H3,(H,13,14)(H,16,19)
| Molecular Formula | C12H21N5O3 |
| Molecular Weight | 283.3268 |
| Charge | 0 |
| Count |
|
| Stereochemistry | RACEMIC |
| Additional Stereochemistry | No |
| Defined Stereocenters | 0 / 1 |
| E/Z Centers | 0 |
| Optical Activity | ( + / - ) |
DescriptionSources: http://www.ncbi.nlm.nih.gov/pubmed/2083513
Sources: http://www.ncbi.nlm.nih.gov/pubmed/2083513
Cadralazine is an antihypertensive of the hydrazinophthalazine chemical class. In hypertensive patients the optimal effect, based on the antihypertensive efficacy to tolerability ratio, is seen after a 15 mg dose when the drug is administered as monotherapy. When administered in combination with other antihypertensive agents, a 10 mg daily dosage seems appropriate. Noncomparative trials have shown that, in patients who had failed to respond adequately to a beta-blocker and/or diuretic, the addition of cadralazine 10 to 30 mg once daily reduced systolic/diastolic blood pressure by 11 to 19%/13 to 22%. This antihypertensive effect becomes evident over a 2- to 6-week period of therapy and persists during longer term administration. Comparative studies have shown that cadralazine is superior to placebo, and has a similar blood pressure lowering effect to hydralazine, dihydralazine and prazosin in patients not controlled by beta-blocker and/or diuretic but who continued to receive these treatments. Similarly, cadralazine and chlorthalidone were equally effective in reducing blood pressure in resting hypertensive patients but cadralazine shows an advantage in reducing the pressor response in exercising patients. Cadralazine is well tolerated when administered with a beta-blocker or diuretic. Most adverse effects become less frequent and severe with continued use, occur more frequently at dosages of 20 mg/day or more, and do not generally require withdrawal of therapy. Manifestations of the drug's vasodilating properties such as headache, asthenia, dizziness, palpitations and flushing are the most commonly reported symptoms during cadralazine monotherapy, but these may be reduced during combination therapy. The drug does not appear to induce a systemic lupus-like erythematosus syndrome, as may occur with hydralazine, but additional clinical experience is required to completely exclude this possibility. The therapeutic potential of cadralazine cannot be clearly established until the present limited clinical base is expanded to include comparisons with other classes of vasodilating drugs (ACE inhibitors and calcium antagonists), and its utility in the management of other indications such as severe hypertension during pregnancy has been adequately explored.
Approval Year
Cmax
| Value | Dose | Co-administered | Analyte | Population |
|---|---|---|---|---|
130 ng/g CLINICAL TRIAL 10.1007/BF03189745 |
5 mg single, oral dose: 5 mg route of administration: Oral experiment type: SINGLE co-administered: |
CADRALAZINE plasma | Homo sapiens population: HEALTHY age: ADULT sex: MALE food status: FASTED |
|
210 ng/g CLINICAL TRIAL 10.1007/BF03189745 |
10 mg single, oral dose: 10 mg route of administration: Oral experiment type: SINGLE co-administered: |
CADRALAZINE plasma | Homo sapiens population: HEALTHY age: ADULT sex: MALE food status: FASTED |
|
379 ng/g CLINICAL TRIAL 10.1007/BF03189745 |
20 mg single, oral dose: 20 mg route of administration: Oral experiment type: SINGLE co-administered: |
CADRALAZINE plasma | Homo sapiens population: HEALTHY age: ADULT sex: MALE food status: FASTED |
|
224 μg/L |
15 mg single, oral dose: 15 mg route of administration: Oral experiment type: SINGLE co-administered: |
CADRALAZINE plasma | Homo sapiens population: UNHEALTHY age: ADULT sex: UNKNOWN food status: UNKNOWN |
|
568 μg/L |
30 mg single, oral dose: 30 mg route of administration: Oral experiment type: SINGLE co-administered: |
CADRALAZINE plasma | Homo sapiens population: UNHEALTHY age: ADULT sex: UNKNOWN food status: UNKNOWN |
|
749 pmol/mL CLINICAL TRIAL 10.1111/j.1365-2125.1990.tb03672.x |
10 mg single, oral dose: 10 mg route of administration: Oral experiment type: SINGLE co-administered: |
CADRALAZINE plasma | Homo sapiens population: HEALTHY age: ADULT sex: MALE food status: FASTED |
|
611 pmol/mL CLINICAL TRIAL 10.1111/j.1365-2125.1990.tb03672.x |
10 mg single, oral dose: 10 mg route of administration: Oral experiment type: SINGLE co-administered: |
CADRALAZINE plasma | Homo sapiens population: HEALTHY age: ADULT sex: MALE food status: FASTED |
AUC
| Value | Dose | Co-administered | Analyte | Population |
|---|---|---|---|---|
330 ng × h/g CLINICAL TRIAL 10.1007/BF03189745 |
5 mg single, oral dose: 5 mg route of administration: Oral experiment type: SINGLE co-administered: |
CADRALAZINE plasma | Homo sapiens population: HEALTHY age: ADULT sex: MALE food status: FASTED |
|
621 ng × h/g CLINICAL TRIAL 10.1007/BF03189745 |
10 mg single, oral dose: 10 mg route of administration: Oral experiment type: SINGLE co-administered: |
CADRALAZINE plasma | Homo sapiens population: HEALTHY age: ADULT sex: MALE food status: FASTED |
|
1168 ng × h/g CLINICAL TRIAL 10.1007/BF03189745 |
20 mg single, oral dose: 20 mg route of administration: Oral experiment type: SINGLE co-administered: |
CADRALAZINE plasma | Homo sapiens population: HEALTHY age: ADULT sex: MALE food status: FASTED |
|
632 μg × h/L |
15 mg single, oral dose: 15 mg route of administration: Oral experiment type: SINGLE co-administered: |
CADRALAZINE plasma | Homo sapiens population: UNHEALTHY age: ADULT sex: UNKNOWN food status: UNKNOWN |
|
2888 μg × h/L |
30 mg single, oral dose: 30 mg route of administration: Oral experiment type: SINGLE co-administered: |
CADRALAZINE plasma | Homo sapiens population: UNHEALTHY age: ADULT sex: UNKNOWN food status: UNKNOWN |
|
1884 pmol × h/mL CLINICAL TRIAL 10.1111/j.1365-2125.1990.tb03672.x |
10 mg single, oral dose: 10 mg route of administration: Oral experiment type: SINGLE co-administered: |
CADRALAZINE plasma | Homo sapiens population: HEALTHY age: ADULT sex: MALE food status: FASTED |
|
1884 pmol × h/mL CLINICAL TRIAL 10.1111/j.1365-2125.1990.tb03672.x |
10 mg single, oral dose: 10 mg route of administration: Oral experiment type: SINGLE co-administered: |
CADRALAZINE plasma | Homo sapiens population: HEALTHY age: ADULT sex: MALE food status: FASTED |
T1/2
| Value | Dose | Co-administered | Analyte | Population |
|---|---|---|---|---|
2.4 h CLINICAL TRIAL 10.1007/BF03189745 |
5 mg single, oral dose: 5 mg route of administration: Oral experiment type: SINGLE co-administered: |
CADRALAZINE plasma | Homo sapiens population: HEALTHY age: ADULT sex: MALE food status: FASTED |
|
2.4 h CLINICAL TRIAL 10.1007/BF03189745 |
10 mg single, oral dose: 10 mg route of administration: Oral experiment type: SINGLE co-administered: |
CADRALAZINE plasma | Homo sapiens population: HEALTHY age: ADULT sex: MALE food status: FASTED |
|
2.3 h CLINICAL TRIAL 10.1007/BF03189745 |
20 mg single, oral dose: 20 mg route of administration: Oral experiment type: SINGLE co-administered: |
CADRALAZINE plasma | Homo sapiens population: HEALTHY age: ADULT sex: MALE food status: FASTED |
|
1.7 h |
15 mg single, oral dose: 15 mg route of administration: Oral experiment type: SINGLE co-administered: |
CADRALAZINE plasma | Homo sapiens population: UNHEALTHY age: ADULT sex: UNKNOWN food status: UNKNOWN |
|
3.1 h |
30 mg single, oral dose: 30 mg route of administration: Oral experiment type: SINGLE co-administered: |
CADRALAZINE plasma | Homo sapiens population: UNHEALTHY age: ADULT sex: UNKNOWN food status: UNKNOWN |
|
2.38 h CLINICAL TRIAL 10.1111/j.1365-2125.1990.tb03672.x |
10 mg single, oral dose: 10 mg route of administration: Oral experiment type: SINGLE co-administered: |
CADRALAZINE plasma | Homo sapiens population: HEALTHY age: ADULT sex: MALE food status: FASTED |
Doses
| Dose | Population | Adverse events |
|---|---|---|
30 mg single, oral Highest studied dose |
unhealthy Health Status: unhealthy Sex: M+F Food Status: UNKNOWN Sources: |
Other AEs: Headache, Tachycardia... Other AEs: Headache (5 patients) Sources: Tachycardia (6 patients) Postural hypotension (5 patients) Dizziness (2 patients) Asthenia (2 patients) Lacrimation (2 patients) |
AEs
| AE | Significance | Dose | Population |
|---|---|---|---|
| Asthenia | 2 patients | 30 mg single, oral Highest studied dose |
unhealthy Health Status: unhealthy Sex: M+F Food Status: UNKNOWN Sources: |
| Dizziness | 2 patients | 30 mg single, oral Highest studied dose |
unhealthy Health Status: unhealthy Sex: M+F Food Status: UNKNOWN Sources: |
| Lacrimation | 2 patients | 30 mg single, oral Highest studied dose |
unhealthy Health Status: unhealthy Sex: M+F Food Status: UNKNOWN Sources: |
| Headache | 5 patients | 30 mg single, oral Highest studied dose |
unhealthy Health Status: unhealthy Sex: M+F Food Status: UNKNOWN Sources: |
| Postural hypotension | 5 patients | 30 mg single, oral Highest studied dose |
unhealthy Health Status: unhealthy Sex: M+F Food Status: UNKNOWN Sources: |
| Tachycardia | 6 patients | 30 mg single, oral Highest studied dose |
unhealthy Health Status: unhealthy Sex: M+F Food Status: UNKNOWN Sources: |
Sample Use Guides
In Vivo Use Guide
Sources: http://www.ncbi.nlm.nih.gov/pubmed/2083513
15 mg dose when the drug is administered as monotherapy.
When administered in combination with other antihypertensive agents, a 10 mg daily dosage seems appropriate
Route of Administration:
Oral
In Vitro Use Guide
Sources: http://www.ncbi.nlm.nih.gov/pubmed/2328760
The inhibitory effects of a hypotensive agent, cadralazine on the level of cytosolic Ca2+ ([Ca2+]cyt) and on contractions were examined in isolated vascular smooth muscle. Cadralazine slightly inhibited the transient norepinephrine-induced contraction in rabbit aorta and canine femoral, renal and mesenteric arteries and saphenous vein, and prostaglandin F2 alpha-induced contractions in canine basilar and coronary arteries.
| Substance Class |
Chemical
Created
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admin
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Edited
Wed Apr 02 09:26:11 GMT 2025
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Wed Apr 02 09:26:11 GMT 2025
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| Record UNII |
8T96I3U713
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| Record Status |
Validated (UNII)
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| Record Version |
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NCI_THESAURUS |
C270
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WHO-VATC |
QC02DB04
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WHO-ATC |
C02DB04
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C81527
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m1050
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CHEMBL2106561
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64241-34-5
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4670
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SUB06042MIG
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