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Apraclonidine hydrochloride

Product Name
Apraclonidine hydrochloride
CAS No.
73218-79-8
Chemical Name
Apraclonidine hydrochloride
Synonyms
APRACLONIDINE HCL;iopidine;AL 02145;alo-2145;Iopidine UD;nc14hydrochloride;iopidineophthalmicsolution;APRACLONIDINE HYDROCHLORIDE;Apracloniding Hydrochloride;P-AMINOCLONIDINE HYDROCHLORIDE
CBNumber
CB5439290
Molecular Formula
C9H11Cl3N4
Formula Weight
281.57
MOL File
73218-79-8.mol
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Apraclonidine hydrochloride Property

Melting point:
>2300C
storage temp. 
Keep in dark place,Inert atmosphere,Room temperature
solubility 
45% (w/v) aq 2-hydroxypropyl-β-cyclodextrin: 1.4 mg/mL Solutions may be stored for several days at 4°C
form 
solid
color 
white
Stability:
Moisture Sensitive
CAS DataBase Reference
73218-79-8(CAS DataBase Reference)
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Safety

Hazard Codes 
T
Risk Statements 
23/24/25
Safety Statements 
22-36/37/39-45
RIDADR 
UN 2811 6.1/PG 1
WGK Germany 
3
HazardClass 
6.1(b)
PackingGroup 
III
HS Code 
2933290000
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Danger
Hazard statements

H300Fatal if swallowed

H370Causes damage to organs

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N-Bromosuccinimide Price

Sigma-Aldrich
Product number
PHR3177
Product name
Apraclonidine Hydrochloride
Purity
pharmaceutical secondary standard, certified reference material
Packaging
200MG
Price
$534
Updated
2024/03/01
Sigma-Aldrich
Product number
A0779
Product name
p-Aminoclonidine hydrochloride
Purity
solid
Packaging
1MG
Price
$92.2
Updated
2024/03/01
Sigma-Aldrich
Product number
1041609
Product name
Apraclonidine hydrochloride
Packaging
100mg
Price
$345.2
Updated
2024/03/01
Cayman Chemical
Product number
23904
Product name
Apraclonidine (hydrochloride)
Purity
≥98%
Packaging
1mg
Price
$37
Updated
2024/03/01
Cayman Chemical
Product number
23904
Product name
Apraclonidine (hydrochloride)
Purity
≥98%
Packaging
5mg
Price
$161
Updated
2024/03/01
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Apraclonidine hydrochloride Chemical Properties,Usage,Production

Chemical Properties

Crystalline Solid

Originator

Alfadrops,Cipla Limited,India

Uses

Apraclonidine hydrochloride can be used as α-Adrenergic agonist; structural analog of clonidine and be used for treatment of post-surgical elevated intraocular pressure.

Uses

a-Adrenergic agonist; structural analog of clonidine. Used for treatment of post-surgical elevated intraocular pressure

Definition

ChEBI: The hydrochloride salt of apraclonidine.

Manufacturing Process

The preparation of p-aminoclonidine (apraclonidine) consists of 6 steps.
In the first step 2,6-dichloro-4-nitroaniline was converted to 2,6-dicloro-4- nitrophenylisothiocyanate by addition of thiophosgene in toluene according to the method described in Great Britain Patent No.: 1,131,780 (Beck et al.).
The second step involved the conversation of 2,6-dichloro-4-nitrophenylisothiocyanate to 1-(2-aminoethyl)-3-(2,6-dichloro-4-nitrophenyl)-thiourea ethylenediamine solvate. The solution of 2,6-dicloro-4-nitrophenylisothiocyanate (432 g, 1.73 mol) in 2 L of toluene was added dropwise to the cooled (0°C) solution ethylenediamine (244 ml, 3.66 mol, 2.1 eq.) in toluene (4 L) under a nitrogen atmosphere. 2-Propanol (1 L) was added and after 5 minutes, the solid was collected by filtration, washed with 20% 2- propanol/toluene, and dried to a constant weight of 602 g (94%). This product is hygroscopic, mp 120°C (dec.).
The third step was the conversation of 1-(2-aminoethyl)-3-(2,6-dichloro-4- nitrophenyl)-thiourea ethylenediamine solvate to 2-[(2,6-dicloro-4- nitrophenyl)imino]imidazoline ethylenediamine solvate. (500 g, 1.35 mol) of above prepared thiourea solvate was suspended with toluene (4 L) and was heated at reflux for 15 hours. The mixture was cooled to 23°C and 1 M aqueous hydrochloric acid (4 L) was added. After stirring for 10 min the biphasic mixture was filtered to remove a sticky insoluble material. The aqueous phase was neutralized to pH=7.0 using 50% NaOH. After stirring for 1 hour the yellow solid was collected by filtration, washed with water (4 L) and t-butyl methyl ether (2 L) and dried in air to constant weight of 195 g (52%), m.p. 289-292°C.
The fourth step was the conversation of 2-[2,6-dichloro-4-nitrophenyl) imino]imidazoline (150 g, 0.55 mol) in methanol (1,5 L) to 2-[(2,6-dichloro-4- aminophenyl)imino]imidazoline by hydrogen with 30 g Raney nickel catalyst at 23°C for 22 hours. After removing the catalyst hydrogen chloride gas was bubbled into solution until pH of the reaction mixture was 1.0. The solvent was rotary removed in vacuum and the residual solid was slurried with 2- propanol (1 L). The solvent was again removed by rotary evaporation, the cream solid was triturated with 2-propanol (600 ml). After aging for 1 hour, the solid was collected by filtration, washed with 2-propanol and t-butyl methyl ether, and dried for 15 hours at 6°C and t-butyl methyl ether, and dried for 15 hours at 60°C and 20 mm Hg. Yield of dihydrochloride 167 g (96%), mp 260°C (dec.).
The dihydrochloride was converted to the monochloride (step 5) by adding 5 M aqueous sodium hydroxide dropwise to pH=6.5 at 5°C for 2 hours. Yield of hydrochloride 87%.
The last step was recrystallization of product from water. The recrystallized material had m.p. 300°C. Calculated for: C9H10Cl2N4HCl: C, 38.39; H, 3.94; N, 19.90; Cl, 37.78. Found: C, 38.36; H, 3.91; N, 19.83; Cl, 37.77.

brand name

Iopidine (Alcon).

Therapeutic Function

Antiglaucoma

Apraclonidine hydrochloride Preparation Products And Raw materials

Raw materials

Preparation Products

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Apraclonidine hydrochloride Suppliers

Pharma Affiliates
Tel
--
Fax
--
Email
@pharmaffiliates.com
Country
India
ProdList
6754
Advantage
58
Pharmaffiliates Analytics and Synthetics P. Ltd
Tel
--
Fax
--
Email
mktg@pharmaffiliates.com
Country
India
ProdList
6739
Advantage
58
OCEAN TRADING CORPORATION
Tel
--
Fax
--
Email
otcchem@otcchem.com
Country
India
ProdList
6202
Advantage
58
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View Lastest Price from Apraclonidine hydrochloride manufacturers

Shaanxi Dideu Medichem Co. Ltd
Product
Apraclonidine hydrochloride 73218-79-8
Price
US $1.10/g
Min. Order
1g
Purity
99.0% min
Supply Ability
100 tons min
Release date
2021-05-25

73218-79-8, Apraclonidine hydrochlorideRelated Search:


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