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Phenoxybenzamine hydrochloride

Product Name
Phenoxybenzamine hydrochloride
CAS No.
63-92-3
Chemical Name
Phenoxybenzamine hydrochloride
Synonyms
PHENOXYBENZAMINE;dibenzyline;PHENOXYBENZAMINE HCL;688A;Bensylyt;benzylyt;SKF-688A;dibenylin;NSC 37448;nci-c01661
CBNumber
CB8172020
Molecular Formula
C18H22ClNO.ClH
Formula Weight
340.29
MOL File
63-92-3.mol
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Phenoxybenzamine hydrochloride Property

Melting point:
137.5°C
storage temp. 
15-25°C
solubility 
soluble in organic solvents such as ethanol, DMSO, and dimethyl formamide (DMF).
pka
pKa 4.4 (Uncertain)
form 
powder
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)
IARC
2B (Vol. 24, Sup 7) 1987
EPA Substance Registry System
N-(2-Chloroethyl)-N-(1-methyl-2-phenoxyethyl)benzylamine hydrochloride (63-92-3)
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Safety

Hazard Codes 
Xn
Risk Statements 
22-40
Safety Statements 
22-36/37/39-45
WGK Germany 
3
RTECS 
DP3750000
HS Code 
2922299000
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Warning
Hazard statements

H302Harmful if swallowed

H351Suspected of causing cancer

Precautionary statements

P201Obtain special instructions before use.

P308+P313IF exposed or concerned: Get medical advice/attention.

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N-Bromosuccinimide Price

Sigma-Aldrich
Product number
B019
Product name
Phenoxybenzamine hydrochloride
Purity
≥97%, powder
Packaging
250mg
Price
$124
Updated
2024/03/01
Sigma-Aldrich
Product number
1526007
Product name
Phenoxybenzamine hydrochloride
Purity
United States Pharmacopeia (USP) Reference Standard
Packaging
250mg
Price
$393
Updated
2024/03/01
TCI Chemical
Product number
D0158
Product name
Phenoxybenzamine Hydrochloride
Purity
>98.0%(T)
Packaging
1g
Price
$48
Updated
2024/03/01
TCI Chemical
Product number
D0158
Product name
Phenoxybenzamine Hydrochloride
Purity
>98.0%(T)
Packaging
25g
Price
$419
Updated
2024/03/01
Alfa Aesar
Product number
J61900
Product name
Phenoxybenzamine hydrochloride
Packaging
250mg
Price
$24.65
Updated
2024/03/01
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Phenoxybenzamine hydrochloride Chemical Properties,Usage,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].

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

Raw materials

Preparation Products

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View Lastest Price from Phenoxybenzamine hydrochloride manufacturers

WUHAN FORTUNA CHEMICAL CO., LTD
Product
Phenoxybenzamine hydrochloride 63-92-3
Price
US $0.00-0.00/Kg/Drum
Min. Order
1KG
Purity
98%min
Supply Ability
500kg
Release date
2021-09-22
Hebei Weibang Biotechnology Co., Ltd
Product
Phenoxybenzamine hydrochloride 63-92-3
Price
US $10.00/KG
Min. Order
1KG
Purity
99%
Supply Ability
10 mt
Release date
2024-11-28
Hebei Mojin Biotechnology Co., Ltd
Product
Phenoxybenzamine hydrochloride 63-92-3
Price
US $0.00/KG
Min. Order
1KG
Purity
99%
Supply Ability
50000KG/month
Release date
2023-08-29

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