ChemicalBook > CAS DataBase List > CARAZOLOL HCL

CARAZOLOL HCL

Product Name
CARAZOLOL HCL
CAS No.
57775-29-8
Chemical Name
CARAZOLOL HCL
Synonyms
bm51052;suacron;Carazolol;Conducton;Conduction;Carazololum;Brn 3620576;CARAZOLOL HCL;Carazolol >C10968000 Carazolol
CBNumber
CB1121216
Molecular Formula
C18H22N2O2
Formula Weight
298.38
MOL File
57775-29-8.mol
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CARAZOLOL HCL Property

Melting point:
133-137 °C
storage temp. 
2-8°C(protect from light)
solubility 
insoluble in H2O; ≥14.8 mg/mL in DMSO; ≥3.9 mg/mL in EtOH
form 
Solid
color 
White to Almost white
λmax
332nm(Cabonate butter pH 9.3)(lit.)
Merck 
14,1778
BRN 
3620576
CAS DataBase Reference
57775-29-8(CAS DataBase Reference)
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Safety

Hazard Codes 
Xn
Risk Statements 
22-36/37/38
Safety Statements 
26
RIDADR 
2811
WGK Germany 
2
RTECS 
UA8685000
HazardClass 
6.1
PackingGroup 
III
HS Code 
29339900
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Warning
Hazard statements

H302Harmful if swallowed

H315Causes skin irritation

H319Causes serious eye irritation

H335May cause respiratory irritation

Precautionary statements

P261Avoid breathing dust/fume/gas/mist/vapours/spray.

P264Wash hands thoroughly after handling.

P264Wash skin thouroughly after handling.

P270Do not eat, drink or smoke when using this product.

P301+P312IF SWALLOWED: call a POISON CENTER or doctor/physician IF you feel unwell.

P302+P352IF ON SKIN: wash with plenty of soap and water.

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

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N-Bromosuccinimide Price

Sigma-Aldrich
Product number
53787
Product name
Carazolol
Purity
analytical standard
Packaging
10mg
Price
$235
Updated
2024/03/01
TCI Chemical
Product number
C2578
Product name
Carazolol
Purity
>98.0%(HPLC)(T)
Packaging
1g
Price
$598
Updated
2024/03/01
TCI Chemical
Product number
C2578
Product name
Carazolol
Purity
>98.0%(HPLC)(T)
Packaging
200mg
Price
$178
Updated
2024/03/01
Cayman Chemical
Product number
18628
Product name
Carazolol
Purity
≥98%
Packaging
10mg
Price
$34
Updated
2024/03/01
Cayman Chemical
Product number
18628
Product name
Carazolol
Purity
≥98%
Packaging
50mg
Price
$100
Updated
2024/03/01
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CARAZOLOL HCL Chemical Properties,Usage,Production

Chemical Properties

Yellowish solid

Originator

Conducton,Klinge,W. Germany,1980

Uses

Carazolol is a promising high-affinity beta-adrenergic receptor ligand for the noninvasive determination of beta receptor status using PET

Uses

Carazolol is a high-affinity, lipophilic, non-selective ligand of the β-adrenergic receptors (Kis = 0.114 and 0.4 nM for β2- and β3-adrenoceptors, respectively). It acts as a receptor antagonist (beta blocker) or inverse agonist for β1 and β2 receptors but functions as an agonist at the β3-adrenergic receptor.

Definition

ChEBI: Carazolol is a member of carbazoles.

Manufacturing Process

The 4-(2,3-epoxypropoxy)carbazole used as starting material is prepared as follows. A solution of 16.3 g 4-hydroxycarbazole in a mixture of 190 ml dioxan and 98 ml 1 N sodium hydroxide is, after the addition of 66 ml epichlorohydrin, stirred for 2 hours at 40°C to 45°C. The reaction mixture is then diluted with water and shaken out with methylene chloride. The methylene chloride phase is washed with water, dried over anhydrous sodium sulfate and evaporated. There are obtained 16.8 g 4-(2,3- epoxypropoxy)carbazole.
A solution of 3.5 g 4-(2,3-epoxypropoxy)carbazole in 50 ml absolute alcohol is mixed with 30 ml isopropylamine and heated for 3 hours under reflux. When the reaction is finished, the reaction mixture is evaporated to dryness. The residue obtained is taken up in methylene chloride and chromatographed over an aluminum oxide column (300 g basic aluminum oxide, activity stage IV; eluent methylene chloride). The eluted fractions are evaporated and the residue is dissolved in methanol and acidified with 2 N ethereal hydrochloric acid.
The precipitate obtained is filtered off and recrystallized from methanol. There are obtained 3.1 g (62% of theory) 4-(3-isopropylamino-2-hydroxypropoxy) carbazole hydrochloride; MP 234°C to 235°C.

Therapeutic Function

Beta-adrenergic blocker

Biological Activity

carazolol is a high-affinity, lipophilic, and non-selective ligand of the β-adrenergic receptors [1,2].β-adrenergic receptors have been involved in mediating the physiological responses of the catecholamines, epinephrine and norepinephrine and modulating a myriad of physiological functions, such as relaxation of smooth muscle, chronotropic and inotropic cardiac responses, and lipolysis in adipose tissue. the β-adrenergic receptors exist in nearly all mammalian tissues. until now, three β-adrenergic receptors have been identified, β1-, β2- and β3-adrenergic receptors [3].in cho cells expressing the human β3-adrenoceptor, the ki value of carazolol was 2.0 ± 0.2 and the ic50 was 11.3 ± 1.2 nm. carazolol exhibited an ecs0 of 25 nm and behaved as a full agonist (intrinsic activity = 0.97) towards the murine β3-adrenoceptor. in murine 3t3-f442a-derived adipocytes express the β3-adrenoceptor, carazolol stimulated lipolysis [1]. carazolol bound to cortical β-receptors with a kd value of 0.15 nm. carazolol showed equal displacements constants when binding with calf cerebral cortex (which contained mainly β1 receptors) and calf cerebellum (which contained mainly β2 receptors), indicating that carazolol bound with equal affinity to β1 and β2 receptors [2].

References

[1] méjean a, guillaume j l, strosberg a d. carazolol: a potent, selective β3-adrenoceptor agonist[j]. european journal of pharmacology: molecular pharmacology, 1995, 291(3): 359-366.
[2] innis r b, corrêa f m a, snyder s h. carazolol, an extremely potent β-adrenergic blocker: binding to β-receptors in brain membranes [j]. life sciences, 1979, 24(24): 2255-2264.
[3] pellegrino s m, lee n h, fraser c m. β-adrenergic receptors[j]. biomembranes: a multi-volume treatise, 1996, 2: 245-279.

CARAZOLOL HCL Preparation Products And Raw materials

Raw materials

Preparation Products

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View Lastest Price from CARAZOLOL HCL manufacturers

Zhuozhou Wenxi import and Export Co., Ltd
Product
CARAZOLOL HCL 57775-29-8
Price
US $15.00-10.00/KG
Min. Order
1KG
Purity
99%+ HPLC
Supply Ability
Monthly supply of 1 ton
Release date
2021-08-11
Longyan Tianhua Biological Technology Co., Ltd
Product
CARAZOLOL HCL 57775-29-8
Price
US $30.00/Kg/Bag
Min. Order
1Kg/Bag
Purity
99
Supply Ability
999
Release date
2020-11-09
Career Henan Chemical Co
Product
CARAZOLOL HCL 57775-29-8
Price
US $1.00/KG
Min. Order
1KG
Purity
98%
Supply Ability
1lg; 2kg; 5kg; 10kg; 100kg
Release date
2019-08-31

57775-29-8, CARAZOLOL HCLRelated Search:


  • 1-(4-carbazolyloxy)-3-isopropylamino-2-propanol
  • 1-(9h-carbazol-4-yloxy)-3-((1-methylethyl)amino)-2-propano
  • 1-(9h-carbazol-4-yloxy-3-((1-methylethyl)amino)-2-propanol)
  • Carazolol
  • Brn 3620576
  • Carazololum
  • Carazololum [inn-latin]
  • CAindexname:2-Propanol,1-(9H-carbazol-4-yloxy)-3-[
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