Details
Stereochemistry | RACEMIC |
Molecular Formula | C10H12N4O3 |
Molecular Weight | 236.2273 |
Optical Activity | ( + / - ) |
Defined Stereocenters | 0 / 1 |
E/Z Centers | 1 |
Charge | 0 |
SHOW SMILES / InChI
SMILES
CN1CC(O)C2=C\C(=N\NC(N)=O)C(=O)C=C12
InChI
InChIKey=XSXCZNVKFKNLPR-SDQBBNPISA-N
InChI=1S/C10H12N4O3/c1-14-4-9(16)5-2-6(12-13-10(11)17)8(15)3-7(5)14/h2-3,9,16H,4H2,1H3,(H3,11,13,17)/b12-6-
Molecular Formula | C10H12N4O3 |
Molecular Weight | 236.2273 |
Charge | 0 |
Count |
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Stereochemistry | RACEMIC |
Additional Stereochemistry | No |
Defined Stereocenters | 0 / 1 |
E/Z Centers | 1 |
Optical Activity | ( + / - ) |
DescriptionCurator's Comment: description was created based on several sources, including
http://www.ncbi.nlm.nih.gov/pubmed/13257997
Curator's Comment: description was created based on several sources, including
http://www.ncbi.nlm.nih.gov/pubmed/13257997
Adrenochrome is one of the principal oxidation products of epinephrine and has no significant pressor action. It has been studied in Europe since 1937 and in America since 1951 for its action in control of bleeding from capillaries and venules. Its role seems independent of the chemistry of coagulation, the vitamin K-prothrombin mechanism, and the function of heparin or the usual anticoagulants. It is alleged to reduce capillary permeability and to increase capillary resistance. Both natural and synthetic adrenochrome are markedly unstable and insoluble. Evolution of the adrenochrome monosemicarbazone sodium salicylate complex has overcome these chemical difficulties. This product is synthetically prepared in America under the trade name Adrenosem and the generic name of carbazochrome. The loss of blood was measured in fifty-three patients who underwent multiple extractions and alveoloplasty under general anesthesia. No local anesthetic was employed in any case. Of the fifty-three patients, twenty-six were prepared preoperatively by the intramuscular injection of 5 mg of carbazochrome (Adrenosem) salicylate one and one-half to two hours prior to the operation. The remaining twenty-seven patients served as a control group. When operations of equal extent and severity were compared, it was found that no effective benefit in reduction of loss of blood at operation was noted in the patients treated with carbazochrome salicylate.
Originator
Sources: http://www.trademarkia.com/adrenosem-71640348.html
Curator's Comment: On Monday, January 05, 1953, a U.S. federal trademark registration was filed for ADRENOSEM (Carbazochrome Sulfonic Acid) by BEECHAM INC., Bristol.
Approval Year
Targets
Primary Target | Pharmacology | Condition | Potency |
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Target ID: Phosphoinositide hydrolysis Sources: http://www.ncbi.nlm.nih.gov/pubmed/12928765 |
Conditions
Condition | Modality | Targets | Highest Phase | Product |
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Palliative | Unknown Approved UseUnknown |
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Preventing | ADONA Approved UseHemorrhagic tendency (purpura etc.) due to decreased capillary resistance and increased capillary permeability.
Hemorrhage from skin, mucous membrane and internal membrane, hemorrhage at eyeground, nephrotic hemorrhage and metrorrhagia.
Abnormal bleeding during and after operation due to decrease of capillary resistance. Launch Date1955 |
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Preventing | Unknown Approved UseUnknown |
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PubMed
Title | Date | PubMed |
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Optimization of solid phase extraction clean up and validation of quantitative determination of carbazochrome sodium sulfonate in human plasma by liquid chromatography-electrospray ionization tandem mass spectrometry. | 2014 Mar 1 |
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Effect of carbazochrome sodium sulfonate on refractory chronic prostatitis. | 2014 Nov |
Sample Use Guides
In Vivo Use Guide
Curator's Comment: Can also be injected intramuscularly, subcutaneously and intravenously http://drugs-infos.blogspot.ru/2009/08/adona.html
In general, for adults, take 10 to 30mg of the active ingredient at a time 3 times a day. The dosage may be adjusted according to disease, age and symptoms of the patient. This preparation contains 30mg of the active ingredient in a tablet.
Route of Administration:
Oral
In Vitro Use Guide
Sources: http://www.ncbi.nlm.nih.gov/pubmed/12928765
0.1-1 M of carbazochrome sulfonic acid reversed the barrier dysfunction induced by tryptase, thrombin and bradykinin in cultured porcine aortic endothelial cells.
Substance Class |
Chemical
Created
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Sat Dec 16 17:39:20 GMT 2023
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Record UNII |
81F061RQS4
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Record Status |
Validated (UNII)
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NCI_THESAURUS |
C78311
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WHO-VATC |
QB02BX02
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WHO-ATC |
B02BX02
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m1431
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CHEMBL2051960
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m3059
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C79939
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C073338
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200-717-0
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CARBAZOCHROME
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81F061RQS4
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81F061RQS4
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Related Record | Type | Details | ||
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ENANTIOMER -> RACEMATE | |||
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ENANTIOMER -> RACEMATE |
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ACTIVE MOIETY |