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Phenoxybenzamine hydrochloride

CAS No.
63-92-3
Chemical Name:
Phenoxybenzamine hydrochloride
Synonyms
PHENOXYBENZAMINE;dibenzyline;PHENOXYBENZAMINE HCL;688A;Bensylyt;benzylyt;SKF-688A;dibenylin;NSC 37448;dibenzyran
CBNumber:
CB8172020
Molecular Formula:
C18H22ClNO.ClH
Molecular Weight:
340.29
MDL Number:
MFCD00055152
MOL File:
63-92-3.mol
MSDS File:
SDS
Last updated:2024-12-18 14:15:30

Phenoxybenzamine hydrochloride Properties

Melting point 137.5°C
storage temp. 15-25°C
solubility soluble in organic solvents such as ethanol, DMSO, and dimethyl formamide (DMF).
form powder
pka pKa 4.4 (Uncertain)
color white
Water Solubility <0.01 g/100 mL at 18.5 ºC
Merck 14,7256
Stability Stable for 2 years as supplied. Solutions in DMSO or distilled water may be stored at -20°C for up to 3 months.
CAS DataBase Reference 63-92-3(CAS DataBase Reference)
FDA UNII X1IEG24OHL
IARC 2B (Vol. 24, Sup 7) 1987
Proposition 65 List Phenoxybenzamine
Proposition 65 List Phenoxybenzamine Hydrochloride
NCI Drug Dictionary Dibenzyline
ATC code C04AX02
EPA Substance Registry System N-(2-Chloroethyl)-N-(1-methyl-2-phenoxyethyl)benzylamine hydrochloride (63-92-3)

Pharmacokinetic data

Biological half-life 24 (IV) / -

SAFETY

Risk and Safety Statements

Symbol(GHS)  GHS hazard pictogramsGHS hazard pictograms
GHS07,GHS08
Signal word  Warning
Hazard statements  H302-H351
Precautionary statements  P201-P301+P312+P330-P308+P313
Hazard Codes  Xn
Risk Statements  22-40
Safety Statements  22-36/37/39-45
WGK Germany  3
RTECS  DP3750000
HS Code  2922299000
NFPA 704
0
1 0

Phenoxybenzamine hydrochloride price More Price(29)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Sigma-Aldrich B019 Phenoxybenzamine hydrochloride ≥97%, powder 63-92-3 250mg $124 2024-03-01 Buy
Sigma-Aldrich 1526007 Phenoxybenzamine hydrochloride United States Pharmacopeia (USP) Reference Standard 63-92-3 250mg $393 2024-03-01 Buy
TCI Chemical D0158 Phenoxybenzamine Hydrochloride >98.0%(T) 63-92-3 1g $48 2024-03-01 Buy
TCI Chemical D0158 Phenoxybenzamine Hydrochloride >98.0%(T) 63-92-3 25g $419 2024-03-01 Buy
Alfa Aesar J61900 Phenoxybenzamine hydrochloride 63-92-3 250mg $24.65 2024-03-01 Buy
Product number Packaging Price Buy
B019 250mg $124 Buy
1526007 250mg $393 Buy
D0158 1g $48 Buy
D0158 25g $419 Buy
J61900 250mg $24.65 Buy

Phenoxybenzamine hydrochloride Chemical Properties,Uses,Production

Description

Phenoxybenzamine hydrochloride (dibenzyline) is an orally effective, long-acting non-selective (alpha1 and alpha2) alpha-adrenoceptor blocking agent. It is used for the control of episodes of hypertension associated withpheochromocytoma. It literally produces a "chemical sympathectomy". It increases blood flow to the skin, mucosa and abdominal viscera, and lowers both supine and erect blood pressures. It has no effect on the parasympathetic system. The initialdose is 10 mg/day, increased by 10 mg every 4 days till the desired response is attained.The usual dosage range is 20-60mg/day.

Chemical Properties

white crystalline solid or powder. Odorless. soluble in ethanol, chloroform, propylene glycol, slightly soluble in benzene, slightly soluble in cold water. The melting point of its free base is 38-40 ° C, and it is soluble in benzene.

Originator

Dibenzyline, SKF, US ,1953

Uses

Phenoxybenzamine is used in treating pheochromocytoma, swelling of the medullary layer of the adrenal glands, during which a large quantity of epinephrine is produced, which leads to a significant elevation of blood pressure.

Uses

Phenoxybenzamine (5.0 to 60.0 mg/day) is used in order to control episodes of hypertension and sweating, it has a relatively slow onset and prolonged effect when compared to alternative α-blockers. If tachycardia is excessive, it may also be necessary to use a betablocker concomitantly. In addition, phenoxybenzamine has been tested for its efficacy in micturition disorders resulting from neurogenic bladder, functional outlet obstruction, and partial prostatic obstruction.

Definition

ChEBI: Phenoxybenzamine hydrochloride is an organic molecular entity.

brand name

Dibenzyline (WellSpring).

General Description

Phenoxybenzamine hydrochloride is a white crystalline powder. Melting point 137.5-140°C. Used as an antihypertensive drug.

Air & Water Reactions

Light sensitive and may be sensitive to exposure to air . Insoluble in water.

Mechanism of action

Phenoxybenzamine hydrochloride is a noncompetitive alpha-adrenergicreceptor blocker, and its action cannot be nullified by increasing the amount of agonist, or agonists. It causes epinephrine reversal in that the administration of epinephrine after pretreatment with phenoxybenzamine elicits vasodilation, and, conversely, phenoxybenzamine reverses epinephrine-mediated vasoconstriction to vasodilation. It may inhibit neuronal and extraneuronal uptake mechanisms of norepinephrine. At higher concentrations, it inhibits responses to 5-HT, histamine and acetylcholine.

Clinical Use

Oral phenoxybenzamine is used for the preoperativemanagement of patients with pheochromocytoma and in thechronic management of patients whose tumors are notamenable to surgery. Only about 20% to 30% of an oraldose is absorbed.

Side effects

The adverse effects of phenoxybenzamine include nasal congestion, miosis, postural hypotension, tachycardia, and inhibition of ejaculation.

Safety Profile

Confumed carcinogen with experimental carcinogenic and teratogenic data. Poison by intraperitoneal,intravenous, and subcutaneous routes. Human systemic effects by ingestion: changes in tubules, including acute renal failure, acute tubular necrosis. Moderately toxic by ingestion. Other experimental reproductive effects. Mutation data reported. A long-acting adrenergic blocker. When heated to decomposition it emits very toxic fumes of NOx and Cl-.

Synthesis

Phenoxybenzamine, N-(2-chloroethyl)-N-(1-methyl-2-phenoxyethyl) benzylamine (12.2.5), is synthesized by reacting phenol with propylenoxide, which forms 1-phenoxy-2-propanol (12.2.1), the chlorination of which with thionyl chloride gives 1-phenoxy-2-propylchloride (12.2.2). Reacting this with 2-aminoethanol leads to formation of 1-phenoxy-2-(2-hydroxyethyl)aminopropane (12.2.3). Alkylation of the secondary amino group gives N-(2-hydroxyethyl)-N-(1-methyl-2-phenoxyethyl)benzylamine (12.2.4), the hydroxyl group of which is chlorinated using thionyl chloride, giving phenoxybenzamine (12.2.5) [31].

Synthesis_63-92-3

Veterinary Drugs and Treatments

Phenoxybenzamine is used in small animals primarily for its effect in reducing internal urethral sphincter tone in dogs and cats when urethral sphincter hypertonus is present. It can also be used to treat the hypertension associated with pheochromocytoma prior to surgery or as adjunctive therapy in endotoxicosis.
In horses, phenoxybenzamine has been used for preventing or treating laminitis in its early stages and to treat secretory diarrheas.

Drug interactions

Dibenzyline (phenoxybenzamine hydrochloride) may interact with compounds that stimulate both alpha- and beta-adrenergic receptors (i.e., epinephrine) to produce an exaggerated hypotensive response and tachycardia.

Carcinogenicity

Phenoxybenzamine hydrochloride is reasonably anticipated to be a human carcinogen based on sufficient evidence of carcinogenicity from studies in experimental animals.

Metabolism

Metabolised in the liver and excreted in the urine and bile, but small amounts remain in the body for several days.

Dosage

Initially, 10 mg of Dibenzyline (phenoxybenzamine hydrochloride) twice a day. Dosage should be increased every other day, usually to 20 to 40 mg 2 or 3 times a day, until an optimal dosage is obtained, as judged by blood pressure control.

Phenoxybenzamine hydrochloride Preparation Products And Raw materials

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Supplier Tel Email Country ProdList Advantage
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View Lastest Price from Phenoxybenzamine hydrochloride manufacturers

Image Update time Product Price Min. Order Purity Supply Ability Manufacturer
Phenoxybenzamine hydrochloride pictures 2024-12-13 Phenoxybenzamine hydrochloride
63-92-3
US $0.00-0.00 / Kg/Drum 1KG 98%min 500kg WUHAN FORTUNA CHEMICAL CO., LTD
Phenoxybenzamine hydrochloride pictures 2024-11-28 Phenoxybenzamine hydrochloride
63-92-3
US $10.00 / KG 1KG 99% 10 mt Hebei Weibang Biotechnology Co., Ltd
Phenoxybenzamine hydrochloride pictures 2024-11-19 Phenoxybenzamine hydrochloride
63-92-3
US $29.00 / mg 98.04% 10g TargetMol Chemicals Inc.
benzyl(2-chloroethyl)(1-methyl-2-phenoxyethyl)aminehydrochloride dibenzyran n-phenoxyisopropyl-n-benzyl-beta-chloroethylaminehydrochloride phenoxybenzamidehydrochloride BENZENE METHANAMINE HYDROCHLORIDE DIBENZYLINE HYDROCHLORIDE N-PHENOXYISOPROPYL-N-BENZYL-2-CHLOROETHYLAMINE HYDROCHLORIDE PHENOXYBENZAMINE HYDROCHLORIDE n-(2-chloroethyl)-n-(1-methyl-2-phenoxyethyl)benzenemethanamine hydrochloride N-(2-CHLOROETHYL)-N-(1-METHYL-2-PHENOXYETHYL)BENZYLAMINE HYDROCHLORIDE N-(2-chloroethyl)-N-(1-methyl-2-phenoxyethyl)- benzenemethanamine, hydrochloride (1:1) C18H23ClNOphenoxybenzamine hydrochloride PHENOXYBENZAMINE HCL;DIBENZYLINE HYDROCHLORIDE Benzenemethanamine, N-(2-chloroethyl)-N-(1-methyl-2-phenoxyethyl)-, hydrochloride PHENOXYBENZAMINEHYDROCHLORIDE,USP Bensylyt BENZYLAMINE,N-(2-CHLOROETHYL)-N-(1-METHYL-2-PHENOXYETHYL)-HYDROCHLORIDE fenossibenzamina fenoxybenzamin n-(2-chloroethyl)-n-(1-methyl-2-phenoxyethyl)-benzenemethanaminhydrochlo n-(2-chloroethyl)-n-(1-methyl-2-phenoxyethyl)-benzylaminhydrochloride n-2-phenoxyisopropyl-n-benzyl-chloroethylaminehydrochloride n-benzyl-n-phenoxyisopropyl-beta-chlorethylaminehydrochloride nci-c01661 2-(n-benzyl-2-chloroethylamino)-1-phenoxypropane hydrochloride PHENOXYBENZAMINE HYDROCHLORIDE >97% SELE CTIVE A-ADRENERGI PHENYOXYBENZAMINE HYDROCHLORIDE 688A benzylyt dibenylin Phenoxybenzamide, HCl N-2-Phenoxyisopropyl-N-benzyl-b-chloroethylamine hydrochloride Dibenyline hydrochloride SKF-688A N-Benzyl-N-(2-chloroethyl)-1-phenoxypropan-2-aMine hydrochloride Dibenzyline Chloride NSC 37448 N-(2-Chloroethyl)-N-(1-methyl-2-phenoxyethyl)benzylamine Hydrochloride Dibenzyline Hydrochloride N-Phenoxyisopropyl-N-benzyl-2-chloroethylamine Hydrochloride Phenoxybenzamine Hydrochloride (250 mg) bensylytnen Phenoxybenzamide Phenoxybenzamine Hydrochloride > Phenoxybenzamine hydrochloride USP/EP/BP Phenoxybenzamine HydrochlorideQ: What is Phenoxybenzamine Hydrochloride Q: What is the CAS Number of Phenoxybenzamine Hydrochloride Q: What is the storage condition of Phenoxybenzamine Hydrochloride Q: What are the applications of Phenoxybenzamine Hydrochloride Phenoxybenzamine Hydrochloride (1526007) PHENOXYBENZAMINE PHENOXYBENZAMINE HCL dibenzyline Phenoxybenzamie Hydrochloride (Dibenzyline) Phenoxybenzamine Hydrochloride, ≥ 95.0% 63-92-3 C18H23ClNOCl C18H23Cl2NO C18H22ClNOHCl C18H22ClNOClH C18H23ClNO DIBENZYLINE Amines