Basic information
- CAS
63-92-3- Standard SMILES
CC(COc1ccccc1)N(CCCl)Cc1ccccc1.[Cl-].[H+]- InChIKey
VBCPVIWPDJVHAN-UHFFFAOYSA-N- Molecular formula
- C18H23Cl2NO
- Average molar mass
- 340.3 g/mol
- Monoisotopic mass
- 339.1156697
Overview
See also: Phenoxybenzamine Hydrochloride (preferred); Phenoxybenzamine (has active moiety).
Names & identifiers
- Preferred name
- CID 657233
- IUPAC
- N-benzyl-N-(2-chloroethyl)-1-phenoxypropan-2-amine;hydron;chloride
- English name
- Phenoxybenzamine hydrochloride
- Molecular formula
- C18H22ClNO.ClH
- Molecular weight
- 340.29
Names & synonyms
SCHEMBL1133740AKOS026750046PHENOXYBENZAMINEPHENOXYBENZAMINE HCLdibenzyline688ABensylytbenzylytSKF-688AdibenylinNSC 37448nci-c01661
Database identifiers
- CAS
63-92-3- PubChem CID
- 657233
Properties
Computed structural properties
- Topological polar surface area
- 12.5 Ų
- Hydrogen bond donors
- 1
- Hydrogen bond acceptors
- 3
- Rotatable bonds
- 8
- Heavy atoms
- 22
- Formal charge
- 0
- Complexity
- 262
Physicochemical properties
- Melting point
- 137.5 °C · 137.5°C
- storage temp.
- 15 · 15-25°C
- solubility
- soluble in organic solvents such as ethanol, DMSO, and dimethyl formamide (DMF).
- pka
- 4.4 · pKa 4.4 (Uncertain)
- form
- powder
- color
- white
- Water Solubility
- 0.01 g/100 · <0.01 g/100 mL at 18.5 ºC
- Merck
- 14 · 14,7256
- Stability
- 2 years · Stable for 2 years as supplied. Solutions in DMSO or distilled water may be stored at -20°C for up to 3 months.
- InChI
- 1S/C18H22ClNO.ClH/c1-16(15-21-18-10-6-3-7-11-18)20(13-12-19)14-17-8-4-2-5-9-17;/h2-11,16H,12-15H2,1H3;1H
- InChIKey
- VBCPVIWPDJVHAN-UHFFFAOYSA-N
- SMILES
- Cl[H].CC(COc1ccccc1)N(CCCl)Cc2ccccc2
- Toxicology and Carcinogenesis
- Bioassay of Phenoxybenzamine Hydrochloride for Possible Carcinogenicity (CASRN 63-92-3)
- CAS DataBase Reference
- 63 · 63-92-3(CAS DataBase Reference)
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 P3 (EN 143) respirator cartridges
- wgk
- 3
- rtecs
- DP3750000
- hs_code
- 2922299000
- risk_code
- 22-40
- Signal word
- Warning
- Symbol(GHS)
- GHS07,GHS08
- hazard_code
- Xn
- safety_code
- 22-36/37/39-45
- Storage Class
- 11 - Combustible Solids
- Hazard statements
- H302-H351
- Hazard Classifications
- Acute Tox. 4 OralCarc. 2
- Precautionary statements
- P201-P301+P312+P330-P308+P313
Chemistry & industry
Applications
DescriptionPhenoxybenzamine 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.
UsesPhenoxybenzamine 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.
UsesPhenoxybenzamine (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.
General DescriptionPhenoxybenzamine hydrochloride is a white crystalline powder. Melting point 137.5-140°C. Used as an antihypertensive drug.
Upstream & downstream products
Upstream raw materials
Related reactions
0 records
No reaction records under the current filter.
Compound notes
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