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Carbazochrome

HCID 2557
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Basic informationOverviewNames & identifiersPropertiesSafety & regulationChemistry & industryRelated reactionsCompound notes
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Basic information

CAS
69-81-8
Standard SMILES
CN1CC(O)c2cc(N=NC(N)=O)c(O)cc21
InChIKey
XSXCZNVKFKNLPR-UHFFFAOYSA-N
Molecular formula
C10H12N4O3
Average molar mass
236.23 g/mol
Monoisotopic mass
236.09094026

Overview

Carbazochrome is a member of indoles. It is functionally related to a semicarbazide.

Names & identifiers

Preferred name
Carbazochrome
IUPAC
(3,6-dihydroxy-1-methyl-2,3-dihydroindol-5-yl)iminourea
English name
Carbazochrome
Molecular formula
C10H12N4O3
Molecular weight
236.23

Names & synonyms

carbazochrome69-81-8Adrenochrome semicarbazoneAdrenostazinAdedolonCarbazochromAdchnonAdrenochrome monosemicarbazone2-(3-Hydroxy-1-methyl-6-oxo-2,3-dihydro-1H-indol-5(6H)-ylidene)hydrazinecarboxamideCromadrenalSangostasinSangostazin
Show more names
ADENOCHROME SEMICARBAZONEKabaklo
AdrenoxylAdrezonAdroksonAdroxonCartabesAdrenostanCromosilCarbazocromo

Database identifiers

CAS
69-81-8
PubChem CID
2557
DTXSID
DTXSID3048310
ChEMBL
CHEMBL4789892
ChEBI
CHEBI:31349
UNII
81F061RQS4

Properties

Computed structural properties

XLogP
0
Topological polar surface area
112 Ų
Hydrogen bond donors
3
Hydrogen bond acceptors
5
Rotatable bonds
1
Heavy atoms
17
Formal charge
0
Complexity
336

Experimental & physicochemical properties

Animal DrugsPharmaceuticals -> Animal Drugs -> Approved in Taiwan

Physicochemical properties

Melting point
203 ° · 203° (dec)
Density
1.63 · 1.63±0.1 g/cm3(Predicted)
storage temp.
-20 °C · Sealed in dry,Store in freezer, under -20°C
solubility
DMSO (Slightly), Water (Slightly, Heated)
pka
12.38 · 12.38±0.40(Predicted)
form
Solid
color
Dark Orange to Very Dark Orange
Water Solubility
5 mg/mL · Water: 5 mg/mL (21.17 mM; ultrasonic and adjust pH to 12 with NaOH)
Merck
14 · 14,172
Stability
Hygroscopic
InChI
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)
InChIKey
XSXCZNVKFKNLPR-UHFFFAOYSA-N
SMILES
N(C(N)=O)N=C1C(=O)C=C2C(=C1)C(O)CN2C
CAS DataBase Reference
69 · 69-81-8(CAS DataBase Reference)
FDA UNII
81 F061RQS4 · 81F061RQS4
ATC code
2 BX02 · B02BX02
UNSPSC Code
12352100 · 12352100
Symbol(GHS)
7 · GHS07
Signal word
Warning
Hazard statements
315 · H315-H319-H335
Precautionary statements
261 · P261-P264-P271-P280-P302+P352-P304+P340-P305+P351+P338-P312-P362-P403+P233-P501
PPE
95 · Eyeshields, Gloves, type N95 (US)
Safety Statements
24 · 24/25
WGK Germany
2 · 2
RTECS
1925500 · NM1925500
HS Code
29339900 · 29339900
Storage Class
11 · 11 - Combustible Solids

Safety & regulation

Safety information is for reference only and does not replace the supplier’s Safety Data Sheet (SDS), applicable regulations, or professional assessment.

Safety data

PPE
Eyeshields, Gloves, type N95 (US)
wgk
2
rtecs
NM1925500
hs_code
29339900
Signal word
Warning
Symbol(GHS)
GHS07
safety_code
24/25
Storage Class
11 - Combustible Solids
Hazard statements
H315-H319-H335
Precautionary statements
P261-P264-P271-P280-P302+P352-P304+P340-P305+P351+P338-P312-P362-P403+P233-P501

Chemistry & industry

Pharmacology

Pharmacodynamics · 1 item

Carbazochrome is an anti-bleeding agent that increases platelet aggregation and forms a platelet plug by interacting with α-adrenoreceptors on surface of platelets. It is shown to improve the structure of local capillary vessels in haemorrhage caused by fragility of capillaries. Carbazochrome capillary stabilizer that reverses pulmonary vascular hyperpermeability and decreases arterial PaO2 in experimental models.

Mechanism of Action · 1 item

Carbazochrome interacts with platelet surface α-adrenoreceptors which are Gq-coupled receptors that leads to activation of PLC IP3/DAG pathway and increase in intracellular calcium levels. Elevated calcium ions bind to calmodulin and activates Ca2+/calmodulin-dependent myosin light chain kinase, allowing the myosin crossbridge to bind to the actin filament and polymerisation of globular actin (G-actin) to filamentous actin (F-actin). Subsequent contraction of endothelial cells changes the shape of platelets and promotes the release of factors such as serotonin, ADP, Von Willebrand and platelet activating factor by platelets that induce aggregation and platelet adherence. Carbazochrome is reported to inhibit vascular hyperpermeability by inhibiting agonist-induced phosphoinositides hydrolysis caused by various vasoactive agents such as tryptase, thrombin and bradykinin.

Uses & manufacturing

Use ClassificationPharmaceuticals -> Animal Drugs -> Approved in Taiwan
Applications · 1 item

UsesCarbazochrome is an oxidation product of Epinephrine [E588580]) that improves microcirculatory tone. Derivatives such as carbazochrome salicylate and carbazochrome sodium sulfonate, are used as hemostats and treatment to prevent dengue shock syndrome, respectively.

Upstream & downstream products

Upstream raw materials

potassium ferricyanideAdrenalone hydrochlorideL(-)-EpinephrineSemicarbazide hydrochlorideSilver oxide

Suppliers100 total

梯希爱(上海)化成工业发展有限公司021-67121386 · [email protected]
上海阿拉丁生化科技股份有限公司400-6206333 13167063860 · [email protected]
Career Henan Chemica Co+86-0371-86658258 +86-13203830695 · [email protected]
合肥翰刚医药科技有限公司+8618062405514 · [email protected]
湖北金梭生物科技有限公司00123456789 · [email protected]
清宁生物(江苏博泉生物科技有限公司)王 19352250998 13160238781 · [email protected]
河北展药生物科技有限公司15369953316 +8615369953316 · [email protected]
爱斯特(成都)生物制药股份有限公司+86-28-85122536 85324413 · [email protected]
Baoji Guokang Healthchem co.,ltd+8615604608665 15604608665 · [email protected]
Dayang Chem (Hangzhou) Co.,Ltd.+86-0571-88938639 17705817739 · [email protected]
Hebei Yanxi Chemical Co., Ltd.+86-17531190177 · [email protected]
上海迈瑞尔生化科技有限公司4006356688 18621169109 · [email protected]
安耐吉化学&3A(安徽泽升科技股份有限公司)400-0056266 · [email protected]
常州康特医药技术有限公司0519-82813797 18994752886 · [email protected]
南京圣亿来化工有限公司19951936396 · [email protected]
上海攀鸿化工科技有限公司021-56491756 13512199871 · [email protected]
山东捷承制药有限公司0531-83130525 18560095177 · [email protected]
Xiamen AmoyChem Co., Ltd+86-86-5926051114 · [email protected]
Hebei Qige Biological Technology Co. Ltd+86 +8618733132031
斯百全化学(上海)有限公司021-021-021-67601398-809-809-809 15221380277 · [email protected]
TCI AMERICA800-4238616 · [email protected]
TOKYO CHEMICAL INDUSTRY CO., LTD.03-36680489 · [email protected]
TCI Europe320-37350700 · [email protected]
深圳振强药物研发有限公司0755-66853366 13670046396 · [email protected]
广州爱纯医药科技有限公司020-39119399 18927568969 · [email protected]
上海泽信化工科技有限公司021-60136491 15901897992
上海昶衍化工科技有限公司021-20242659 18930833303 · [email protected]
湖北威德利化学试剂有限公司186-02735115 18602735115 · [email protected]
HBCChem, Inc.+1-510-219-6317 · [email protected]
成都迈斯克医药科技有限公司028-84552636 18084815636 · [email protected]
湖南华腾制药有限公司400-8592883 15367835770 · [email protected]
杭州杰恒化工有限公司0571-87396432 · [email protected]
陕西缔都医药化工有限公司+86-29-87569262 +86-15003564040 · [email protected]
池州凯隆进出口贸易有限公司[email protected]
Sigma-Aldrich西格玛奥德里奇(上海)贸易有限公司021-61415566 800-8193336 · [email protected]
TargetMol中国(陶术生物)021-021-33632979 15002134094 · [email protected]
九鼎化学(上海)科技有限公司4009209199 · [email protected]
BOC Sciences16314854226; +8616314854226 · [email protected]
湖北威德利化学试剂有限公司18327179646 · [email protected]
杭州鼎燕化工有限公司0571-87157530-8003 18049756717 · [email protected]
武汉鑫儒化工有限公司15927387915 15337108568 · [email protected]
厦门志信化学有限公司+86-5922680277 +86-13806087780 · [email protected]
泰安嘉岳生物化工有限公司15318151873 · [email protected]
浙江海强化工有限公司0571-86050367 0571-86960370 0571-86050387 · [email protected]
上海珞珐生化科技有限公司021-51111890 15317326293 · [email protected]
成都润泽本土化工有限公司028-88469284 18000562381 · [email protected]
BOC Sciences16314854226 · [email protected]
上海思言生物科技有限公司021-50908862,442785678,326799392 18721037013 · [email protected]
南京熙朗化工产品有限公司18936048580 · [email protected]
上海源叶生物科技有限公司18916372613 · [email protected]

Additional notes

DefinitionChEBI: Carbazochrome is a member of indoles. It is functionally related to a semicarbazide.

Related reactions

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Compound notes

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On this pageBasic informationOverviewNames & identifiersPropertiesSafety & regulationChemistry & industryRelated reactionsCompound notes