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65-28-1

Basic Information
CAS No.: 65-28-1
Name: Phentolamine mesilate
Molecular Structure:
Molecular Structure of 65-28-1 (Phentolamine mesilate)
Formula: C18H23N3O4S
Molecular Weight: 377.50
Synonyms: Phenol, 3-(((4,5-dihydro-1H-imidazol-2-yl)methyl)(4-methylphenyl)amino)-, monomethanesulfonate (salt);Phentolamine methanesulfonate;Phentolamine mesylate [USAN];Regitine (TN);Phentolamine mesylate;Phentolamine methanesulphonate;
EINECS: 200-604-6
Density: 1.2256 (rough estimate)
Melting Point: 180-182 °C
Boiling Point: 551 °C at 760 mmHg
Flash Point: 287 °C
Solubility: water: 50 mg/mL; ethanol: 26 mg/mL
Appearance: white to off-white crystalline solid
Hazard Symbols: HarmfulXn,IrritantXi
Risk Codes: 20/21/22-36/37/38
Safety: 26-36
Transport Information:
PSA: 110.61000
LogP: 3.18960
Synthetic route
75-75-2

methanesulfonic acid

50-60-2

phentolamine

65-28-1

phentolamine mesylate

Conditions
ConditionsYield
In ethanol pH=5 - 6;99%

N-(quinolin-8-yl)but‐3‐enamide

65-28-1

phentolamine mesylate

2-(((3-hydroxy-4-(4-oxo-4-(quinolin-8-ylamino)butyl)phenyl)(p-tolyl)amino)methyl)-4,5-dihydro-1Himidazol-3-ium acetate

Conditions
ConditionsYield
With palladium diacetate; acetic acid In acetonitrile at 120℃; for 4h;33%
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Specification

The IUPAC name of Phentolamine mesylate is 3-[N-(4,5-dihydro-1H-imidazol-2-ylmethyl)-4-methylanilino]phenol; methanesulfonic acid. With the CAS registry number 65-28-1 and EINECS 200-604-6, it is also named as Regitin methanesulphonate. The product's categories are Active Pharmaceutical Ingredients; Erectile Dysfunction; Diagnostic; Intermediates & Fine Chemicals; Pharmaceuticals; Adrenoceptor; API. It is white to off-white crystalline solid which should be sealed in the container and stored in the dry place.

The other characteristics of this product can be summarized as: (1)ACD/LogP: 3.60; (2)# of Rule of 5 Violations: 0; (3)ACD/LogD (pH 5.5): 1.6; (4)ACD/LogD (pH 7.4): 1.65; (5)ACD/BCF (pH 5.5): 3.19; (6)ACD/BCF (pH 7.4): 3.59; (7)ACD/KOC (pH 5.5): 21.57; (8)ACD/KOC (pH 7.4): 24.27; (9)#H bond acceptors: 4; (10)#H bond donors: 2; (11)#Freely Rotating Bonds: 5; (12)Polar Surface Area: 28.07 Å2; (13)Flash Point: 287 °C; (14)Enthalpy of Vaporization: 86.22 kJ/mol; (15)Boiling Point: 551 °C at 760 mmHg; (16)Vapour Pressure: 9.48E-13 mmHg at 25°C; (17)Rotatable Bond Count: 4; (18)Tautomer Count: 3; (19)Exact Mass: 377.140927; (20)MonoIsotopic Mass: 377.140927; (21)Topological Polar Surface Area: 111; (22)Heavy Atom Count: 26.

Uses of Phentolamine mesylate: It is an adrenergic blocking agent and an antihypertensive which is used for the treatment of pheochromocytoma, cardiovascular diseases, diabetes mellitus, the kidney disease severe asthma, and so on.

When you are using this chemical, please be cautious about it as the following:
It is not only harmful by inhalation, in contact with skin and if swallowed, but also irritating to eyes, respiratory system and skin. In case of contact with eyes, rinse immediately with plenty of water and seek medical advice. If you want to contact this product, you must wear suitable protective clothing.

People can use the following data to convert to the molecule structure. 
1. SMILES:O=S(=O)(O)C.Oc3cc(N(c1ccc(cc1)C)CC/2=N/CCN\2)ccc3
2. InChI:InChI=1/C17H19N3O.CH4O3S/c1-13-5-7-14(8-6-13)20(12-17-18-9-10-19-17)15-3-2-4-16(21)11-15;1-5(2,3)4/h2-8,11,21H,9-10,12H2,1H3,(H,18,19);1H3,(H,2,3,4) 
3. InChIKey:OGIYDFVHFQEFKQ-UHFFFAOYAV

The following are the toxicity data which has been tested.

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
mouse LD50 intravenous 75mg/kg (75mg/kg)   Journal de Pharmacologie. Vol. 5, Pg. 101, 1974.
rabbit LDLo intravenous 35mg/kg (35mg/kg)   Drugs in Japan Vol. 6, Pg. 667, 1982.
rabbit LDLo subcutaneous 200mg/kg (200mg/kg)   Drugs in Japan Vol. 6, Pg. 667, 1982.
rat LDLo intravenous 75mg/kg (75mg/kg)   Drugs in Japan Vol. 6, Pg. 667, 1982.
rat LDLo subcutaneous 275mg/kg (275mg/kg)   Drugs in Japan Vol. 6, Pg. 667, 1982.