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Oxybutynin hydrochloride

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Name

Oxybutynin hydrochloride

EINECS 216-139-7
CAS No. 1508-65-2 Density N/A
PSA 49.77000 LogP 4.14490
Solubility N/A Melting Point 122-124 ºC
Formula C22H31NO3. ClH Boiling Point 494.4 ºC at 760 mmHg
Molecular Weight 393.954 Flash Point 252.8 ºC
Transport Information N/A Appearance white to off-white solid
Safety 36 Risk Codes 22
Molecular Structure Molecular Structure of 1508-65-2 (Oxybutynin hydrochloride) Hazard Symbols HarmfulXn
Synonyms

Benzeneaceticacid, a-cyclohexyl-a-hydroxy-, 4-(diethylamino)-2-butynylester, hydrochloride (9CI);2-Butyn-1-ol,4-(diethylamino)-, a-phenylcyclohexaneglycolate (ester), hydrochloride (8CI);4-(Diethylamino)-2-butynyl a-phenylcyclohexaneglycolate hydrochloride;Cystrin;Dridase;MJ 4309-1;MJ50-58;Oxybutynin chloride;Pollakisu;Tropax;

 

Oxybutynin hydrochloride Synthetic route

Conditions
ConditionsYield
With hydrogenchloride In methanol at 20℃; pH=2;
22396-77-6

acetic acid-(4-diethylamino-but-2-ynyl ester)

10399-13-0

methyl 2-cyclohexyl-2-hydroxy-2-phenylacetate

1508-65-2

Oxybutynin chloride

Conditions
ConditionsYield
Stage #1: acetic acid-(4-diethylamino-but-2-ynyl ester); methyl 2-cyclohexyl-2-hydroxy-2-phenylacetate With sodium methylate In n-heptane at 65 - 100℃; Inert atmosphere;
Stage #2: With hydrogenchloride In n-heptane; water
1508-65-2

Oxybutynin chloride

A

10575-25-4

4-diethylamino-2-butyn-1-ol

Conditions
ConditionsYield
With sodium hydroxide at 100℃; for 3h;
Conditions
ConditionsYield
With water; sodium hydroxide In n-heptane at 20 - 45℃; pH=10.0 - 11.0;
1508-65-2

Oxybutynin chloride

Conditions
ConditionsYield
With human liver cytosol at 37℃; pH=7.6; Kinetics; Reagent/catalyst; aq. buffer; Enzymatic reaction;

Oxybutynin hydrochloride Specification

The Oxybutynin chloride, with the CAS registry number 1508-65-2, has the IUPAC name of 4-(diethylamino)but-2-ynyl 2-cyclohexyl-2-hydroxy-2-phenylacetate hydrochloride. Being a kind of white to off-white solid, its product categories are including Antibiotics; All Inhibitors; Inhibitors; Intermediates & Fine Chemicals; Pharmaceuticals. Besides, it is usually applied as the antispasmodic drugs for urinary urgency, frequent urination, urinary incontinence, nocturia and enuresis, etc. 

The physical properties of this chemical are as follows: (1)ACD/LogP: 5.19; (2)# of Rule of 5 Violations: 1; (3)ACD/LogD (pH 5.5): 2.6; (4)ACD/LogD (pH 7.4): 4.29; (5)ACD/BCF (pH 5.5): 13.48; (6)ACD/BCF (pH 7.4): 656.3; (7)ACD/KOC (pH 5.5): 41.33; (8)ACD/KOC (pH 7.4): 2012.24; (9)#H bond acceptors: 4; (10)#H bond donors: 1; (11)#Freely Rotating Bonds: 10; (12)Polar Surface Area: 38.77; (13)Flash Point: 252.8 °C; (14)Enthalpy of Vaporization: 80.22 kJ/mol; (15)Boiling Point: 494.4 °C at 760 mmHg; (16)Vapour Pressure: 1.37E-10 mmHg at 25°C; (17)Exact Mass: 393.207072; (18)MonoIsotopic Mass: 393.207072; (19)Topological Polar Surface Area: 49.8; (20)Heavy Atom Count: 27; (21)Complexity: 490.

When you are dealing with this chemical, you should be very cautious. For being a kind of harmful chemical, it may cause damage to health and it is harmful if swallowed. Therefore, you should wear suitable protective clothing.

In addition, you could convert the following datas into the molecular structure:
(1)Canonical SMILES: CCN(CC)CC#CCOC(=O)C(C1CCCCC1)(C2=CC=CC=C2)O.Cl
(2)InChI: InChI=1S/C22H31NO3.ClH/c1-3-23(4-2)17-11-12-18-26-21(24)22(25,19-13-7-5-8-14-19)20-15-9-6-10-16-20;/h5,7-8,13-14,20,25H,3-4,6,9-10,15-18H2,1-2H3;1H
(3)InChIKey: SWIJYDAEGSIQPZ-UHFFFAOYSA-N 

Below are the toxicity information of this chemical:

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
dog LD50 oral > 400mg/kg (400mg/kg)   Archives Internationales de Pharmacodynamie et de Therapie. Vol. 156, Pg. 467, 1965.
 
mouse LD50 intraperitoneal 185mg/kg (185mg/kg) AUTONOMIC NERVOUS SYSTEM: PARASYMPATHOLYTIC Archives Internationales de Pharmacodynamie et de Therapie. Vol. 156, Pg. 467, 1965.
 
mouse LD50 intravenous 42mg/kg (42mg/kg)   U.S. Army Armament Research & Development Command, Chemical Systems Laboratory, NIOSH Exchange Chemicals. Vol. NX#11090,
mouse LD50 oral 725mg/kg (725mg/kg) AUTONOMIC NERVOUS SYSTEM: PARASYMPATHOLYTIC Archives Internationales de Pharmacodynamie et de Therapie. Vol. 156, Pg. 467, 1965.
 
mouse LD50 subcutaneous 2225mg/kg (2225mg/kg)   Iyakuhin Kenkyu. Study of Medical Supplies. Vol. 19, Pg. 735, 1988.
rat LD50 intraperitoneal 223mg/kg (223mg/kg)   Iyakuhin Kenkyu. Study of Medical Supplies. Vol. 19, Pg. 735, 1988.
rat LD50 intravenous 61mg/kg (61mg/kg)   Iyakuhin Kenkyu. Study of Medical Supplies. Vol. 19, Pg. 735, 1988.
rat LD50 oral 460mg/kg (460mg/kg)   Iyakuhin Kenkyu. Study of Medical Supplies. Vol. 19, Pg. 735, 1988.
rat LD50 subcutaneous 740mg/kg (740mg/kg)   Iyakuhin Kenkyu. Study of Medical Supplies. Vol. 19, Pg. 735, 1988.
women TDLo oral 2mg/kg (2mg/kg) SENSE ORGANS AND SPECIAL SENSES: MYDRIASIS (PUPILLARY DILATION): EYE

CARDIAC: CHANGE IN RATE

BEHAVIORAL: COMA
Human & Experimental Toxicology. Vol. 10, Pg. 225, 1991.
 

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