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 |
|
| Stereochemistry | RACEMIC |
| Additional Stereochemistry | No |
| Defined Stereocenters | 0 / 1 |
| E/Z Centers | 1 |
| Optical Activity | ( + / - ) |
DescriptionCurator's Comment: Description is created based on several sources, including http://journal.publications.chestnet.org/article.aspx?articleID=1053722 and http://drugs-infos.blogspot.ru/2009/08/adona.html
Curator's Comment: Description is created based on several sources, including http://journal.publications.chestnet.org/article.aspx?articleID=1053722 and http://drugs-infos.blogspot.ru/2009/08/adona.html
Carbazochrome Sulfonic Acid is an antihemorrhagic, or hemostatic, agent that will cease blood flow by causing the aggregation and adhesion of platelets in the blood to form a platelet plug, ceasing blood flow from an open wound. It is hoped that this drug can be used in the future for preventing excessive blood flow during surgical operations and the treatment of hemorrhoids, but research on its effectiveness and the severity of possible side effects remains to be fairly inconclusive. Carbazochrome has been investigated for use in the treatment of hemorrhoids in a mixture with troxerutin. Carbazochrome interacts with α-adrenoreceptors on surface of platelets, which are coupled to Gq protein and initiate PLC IP3/DAG pathway to increase intracellular free calcium concentration with these subsequent actions:
Activates PLA2 and induce arachidonic acid pathway to synthese endoperoxides (TxA2, thromboxane A2); Calcium binds to calmodulin which then binds and activates myosin light-chain kinase, that will enable the myosin crossbridge to bind to the actin filament and allow contraction to begin. This will change platelet’s shape and induce release of serotonin, ADP, vWF (Von Willebrand factor), PAF (Platelet-activating factor) to promote further aggregation and adhesion. Carbazochrome is usually used to treat bleeding tendency (for example purpura, etc.) caused by attenuation of microvascular resistance, bleeding from skin or mucosa and inner membrane, fundal/renal/uterine bleeding and intraoperative or postoperative abnormal bleeding.
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 |
|---|---|---|---|
Target ID: Phosphoinositide hydrolysis Sources: http://www.ncbi.nlm.nih.gov/pubmed/12928765 |
Conditions
| Condition | Modality | Targets | Highest Phase | Product |
|---|---|---|---|---|
| Palliative | Unknown Approved UseUnknown |
|||
| 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 |
|||
| Preventing | Unknown Approved UseUnknown |
|||
Cmax
| Value | Dose | Co-administered | Analyte | Population |
|---|---|---|---|---|
19.4 ng/mL EXPERIMENT https://pubmed.ncbi.nlm.nih.gov/24487058/ |
90 mg single, oral dose: 90 mg route of administration: Oral experiment type: SINGLE co-administered: |
CARBAZOCHROME plasma | Homo sapiens population: HEALTHY age: ADULT sex: MALE food status: FASTED |
AUC
| Value | Dose | Co-administered | Analyte | Population |
|---|---|---|---|---|
77.94 ng × h/mL EXPERIMENT https://pubmed.ncbi.nlm.nih.gov/24487058/ |
90 mg single, oral dose: 90 mg route of administration: Oral experiment type: SINGLE co-administered: |
CARBAZOCHROME plasma | Homo sapiens population: HEALTHY age: ADULT sex: MALE food status: FASTED |
T1/2
| Value | Dose | Co-administered | Analyte | Population |
|---|---|---|---|---|
1.64 h EXPERIMENT https://pubmed.ncbi.nlm.nih.gov/24487058/ |
90 mg single, oral dose: 90 mg route of administration: Oral experiment type: SINGLE co-administered: |
CARBAZOCHROME plasma | Homo sapiens population: HEALTHY age: ADULT sex: MALE food status: FASTED |
PubMed
| Title | Date | PubMed |
|---|---|---|
| Effect of carbazochrome sodium sulfonate on refractory chronic prostatitis. | 2014-11 |
|
| 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. | 2014-03-01 |
|
| High-dose tranilast administration to rats creates interstitial cystitis-like symptoms with increased vascular permeability. | 2013-11-26 |
|
| Acute neurogenic pulmonary edema following electroconvulsive therapy: a case report. | 2011-10-28 |
|
| The ineffectiveness of carbazochrome salicylate (adrenosem) in the reduction of surgical bleeding. | 1959-07 |
| Substance Class |
Chemical
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81F061RQS4
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ENANTIOMER -> RACEMATE |
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ACTIVE MOIETY |