ChemicalBook >> CAS DataBase List >>CARAZOLOL HCL

CARAZOLOL HCL

CAS No.
57775-29-8
Chemical Name:
CARAZOLOL HCL
Synonyms
bm51052;suacron;Carazolol;Conducton;Conduction;Carazololum;Brn 3620576;CARAZOLOL HCL;Carazolol >1-((9H-Carbazol-4-yl)
CBNumber:
CB1121216
Molecular Formula:
C18H22N2O2
Molecular Weight:
298.38
MDL Number:
MFCD00864588
MOL File:
57775-29-8.mol
Last updated:2023-06-08 09:02:29

CARAZOLOL HCL Properties

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
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)
FDA UNII 29PW75S82A

SAFETY

Risk and Safety Statements

Symbol(GHS)  GHS hazard pictograms
GHS07
Signal word  Warning
Hazard statements  H302-H315-H319-H335
Precautionary statements  P261-P264-P270-P301+P312-P302+P352-P305+P351+P338
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
NFPA 704
0
2 0

CARAZOLOL HCL price More Price(17)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Sigma-Aldrich 53787 Carazolol analytical standard 57775-29-8 10mg $235 2024-03-01 Buy
TCI Chemical C2578 Carazolol >98.0%(HPLC)(T) 57775-29-8 1g $598 2024-03-01 Buy
TCI Chemical C2578 Carazolol >98.0%(HPLC)(T) 57775-29-8 200mg $178 2024-03-01 Buy
Cayman Chemical 18628 Carazolol ≥98% 57775-29-8 10mg $34 2024-03-01 Buy
Cayman Chemical 18628 Carazolol ≥98% 57775-29-8 50mg $100 2024-03-01 Buy
Product number Packaging Price Buy
53787 10mg $235 Buy
C2578 1g $598 Buy
C2578 200mg $178 Buy
18628 10mg $34 Buy
18628 50mg $100 Buy

CARAZOLOL HCL Chemical Properties,Uses,Production

Chemical Properties

Yellowish solid

Originator

Conducton,Klinge,W. Germany,1980

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.

Uses

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

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

Image Update time Product Price Min. Order Purity Supply Ability Manufacturer
CARAZOLOL HCL pictures 2023-03-22 CARAZOLOL HCL
57775-29-8
US $35.00 / kg 1kg 99% 20 tons Hebei Duling International Trade Co. LTD
CARAZOLOL HCL pictures 2021-08-12 CARAZOLOL HCL
57775-29-8
US $15.00-10.00 / KG 1KG 99%+ HPLC Monthly supply of 1 ton Zhuozhou Wenxi import and Export Co., Ltd
 CARAZOLOL HCL pictures 2020-11-16 CARAZOLOL HCL
57775-29-8
US $30.00 / Kg/Bag 1Kg/Bag 99 999 Longyan Tianhua Biological Technology Co., Ltd
  • CARAZOLOL HCL pictures
  • CARAZOLOL HCL
    57775-29-8
  • US $35.00 / kg
  • 99%
  • Hebei Duling International Trade Co. LTD
  • CARAZOLOL HCL pictures
  • CARAZOLOL HCL
    57775-29-8
  • US $15.00-10.00 / KG
  • 99%+ HPLC
  • Zhuozhou Wenxi import and Export Co., Ltd
  •  CARAZOLOL HCL pictures
  • CARAZOLOL HCL
    57775-29-8
  • US $30.00 / Kg/Bag
  • 99
  • Longyan Tianhua Biological Technology Co., Ltd

CARAZOLOL HCL Spectrum

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-[ 1-((9H-carbazol-4-yl)oxy)-3-(isopropylamino)propan-2-ol 1-((9H-Carbazol-4-yl) 4-(3-iso-Propylamino-2-hydroxypropoxy)caba-zole CARAZOLOL HCL CARAZOLOL HYDROCHLORIDE bm51052 suacron CarazololHydrochlorideSalt Conducton 1-(Carbazol-4-yloxy)-3-(isopropylamino)-2-propanol, 4-(2-Hydroxy-3-isopropylamino-propoxy)carbazole 1-(9H-Carbazol-4-yloxy)-3-(isopropylamino)-2-propanol 1-[(9H-Carbazol-4-yl)oxy]-3-isopropylamino-2-propanol Conduction 1-(9H-carbazol-4-yloxy)-3-(propan-2-ylamino)-2-propanol hydrochloride 1-(9H-Carbazol-4-yloxy)-3-(propan-2-ylamino)propan-2-ol Carazolol > Carazolol Solution in Methanol, 1000ug/ml Phentolamine Impurity 15 57775-29-8 C18H22N2O2 Adrenoceptor Aromatics Chelating Agents & Ligands