ChemicalBook > CAS DataBase List > CARBINOXAMINE MALEATE SALT

CARBINOXAMINE MALEATE SALT

Product Name
CARBINOXAMINE MALEATE SALT
CAS No.
3505-38-2
Chemical Name
CARBINOXAMINE MALEATE SALT
Synonyms
clistin;ciberon;lergefin;hislosine; Allergefon;Maleate clistinmaleate;clistinemaleate;allergefonmaleate;CarbinoxaMine 
CBNumber
CB4183800
Molecular Formula
C20H23ClN2O5
Formula Weight
406.86
MOL File
3505-38-2.mol
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CARBINOXAMINE MALEATE SALT Property

Melting point:
116-1180C
storage temp. 
Keep in dark place,Sealed in dry,Room Temperature
Water Solubility 
Completely soluble in water
solubility 
Chloroform: Slightly Soluble; Methanol: Slightly Soluble
color 
White to Almost white
Merck 
14,1799
InChIKey
GVNWHCVWDRNXAZ-BTJKTKAUSA-N
CAS DataBase Reference
3505-38-2(CAS DataBase Reference)
EPA Substance Registry System
Ethanamine, 2-[(4-chlorophenyl)-2-pyridinylmethoxy]-N,N-dimethyl-, (2Z)-2-butenedioate (1:1) (3505-38-2)
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Safety

Hazard Codes 
T
Risk Statements 
25-36/37/38
Safety Statements 
26-36/37/39-45
RIDADR 
3249
WGK Germany 
3
RTECS 
US6350000
HazardClass 
6.1(b)
PackingGroup 
III
HS Code 
2933399090
Toxicity
LD50 in mice (mg/kg): 166 i.p. (Cahen)
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Danger
Hazard statements

H301Toxic if swalloed

H315Causes skin irritation

H319Causes serious eye irritation

H335May cause respiratory irritation

Precautionary statements

P302+P352IF ON SKIN: wash with plenty of soap and water.

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

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N-Bromosuccinimide Price

Sigma-Aldrich
Product number
PHR2802
Product name
Carbinoxamine Maleate
Purity
certified reference material, pharmaceutical secondary standard
Packaging
400MG
Price
$243
Updated
2024/03/01
Sigma-Aldrich
Product number
1096000
Product name
Carbinoxamine maleate
Purity
United States Pharmacopeia (USP) Reference Standard
Packaging
200mg
Price
$174.4
Updated
2024/03/01
Sigma-Aldrich
Product number
C8278
Product name
Carbinoxamine maleate salt
Purity
analytical standard
Packaging
10g
Price
$158
Updated
2022/05/15
TCI Chemical
Product number
C3057
Product name
Carbinoxamine Maleate
Purity
>98.0%(HPLC)(T)
Packaging
5g
Price
$70
Updated
2024/03/01
TCI Chemical
Product number
C3057
Product name
Carbinoxamine Maleate
Purity
>98.0%(HPLC)(T)
Packaging
25g
Price
$230
Updated
2024/03/01
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CARBINOXAMINE MALEATE SALT Chemical Properties,Usage,Production

Description

Carbinoxamine is a competitive histamine H1 receptor antagonist (Ki = 2.3 nM) and first generation antihistamine. It also competes with [3H]diltiazem, an L-type calcium channel blocker, for binding to the benzothiazepine site on rat cardiomyocytes (Ki = 1.08 nM). Carbinoxamine decreases negative inotropic activity in isolated guinea pig left atria by 76% (EC50 = 250 nM) and negative chronotropic activity in guinea pig spontaneously beating isolated right atria (EC50s = 250 and 480 nM, respectively) by 48% compared with control. Formulations containing carbinoxamine have been used in the treatment of allergic rhinitis.

Chemical Properties

Off-White Solid

Originator

Clistin,McNeil,US,1953

Uses

Analgesic and anti-inflammatory compound

Uses

antihistaminic

Definition

ChEBI: The maleic acid salt of carbinoxamine. An ethanolamine-type antihistamine, used for treating hay fever, as well as mild cases of Parkinson's disease.

Manufacturing Process

As described in US Patent 2,800,485 a solution of p-chlorophenylmagnesium bromide is prepared by adding dropwise a solution of 230 g (1.2 mols) of p-bromochlorobenzene in 900 cc of anhydrous ether to 26.7 g (1.1 g-atoms) of magnesium suspended in 100 cc of anhydrous ether containing a small crystal of iodine. To this solution, 107 g (1 mol) of 2-pyridinealdehyde are added slowly with stripping at a rate to maintain refluxing. The reaction mixture is then stirred for one hour at room temperature. The mixture is then poured onto an equal volume of crushed ice and water and acidified with concentrated hydrochloric acid. The ether layer is removed. The aqueous layer is made basic with ammonia and extracted with ether. The ether solution is evaporated and the residue dried by addition of benzene and removal by distillation to give 208 g (95%) of solid alpha-(p-chlorophenyl)-2-pyridinemethanol melting at 78° to 80°C. The p-chlorophenyl pyridinemethanol may alternatively be prepared from 4-chloroacetophenone, pyridine and granular aluminum as described in US Patent 2,606,195. In either case, the synthesis then proceeds as described in US Patent 2,800,485.
A solution of 219 g (1 mol) of α-(p-chlorophenyl)-2-pyridinemethanol in one liter of dry toluene is heated to 100°C with stirring. Twenty-three grams (1 g-atom) of sodium are then added in portions. After all the sodium has reacted, a dried solution of 2-dimethylaminoethyl chloride in benzene is added. This benzene solution is prepared by dissolving 173 g (1.2 mols) of 2- dimethylaminoethyl chloride hydrochloride in the minimum amount of water, adding 500 cc of benzene followed by 300 g of sodium carbonate decahydrate, stirring, separating the benzene layer and drying.
The mixture is refluxed with stirring for ten hours, cooled and filtered. The filtrate is extracted three times with 200 cc portions of 6 N acetic acid. The aqueous acetic acid solution is then made strongly basic with 10% sodium hydroxide solution, and extracted three times with 200 cc portions of ether. The ether extract is dried with anhydrous sodium sulfate, stirred with 5 g of activated carbon and filtered to provide 2-[p-chloro-α(2-dimethylaminoethoxy) benzyl]pyridine in solution. Addition of a solution of 116 g (1 mol) of maleic acid in 1,500 cc of ether gives 323 g (79%) of solid which, on recrystallization from ethyl acetate, gives white solid 2-[p-chloro-α(2-dimethylaminoethoxy) benzyl]pyridine maleate melting at 117° to 119°C.

brand name

Clistin (Ortho- McNeil).

Therapeutic Function

Antihistaminic

General Description

Carbinoxamine is availableas a bitter bimaleate salt, (d, l)-2-[p-chloro- -[2-(dimethylamino)ethoxy]benzyl]pyridine bimaleate (Clistin), which isa white crystalline powder that is very soluble in water andfreely soluble in alcohol and in chloroform. The pH of a 1%solution is between 4.6 and 5.1.
Carbinoxamine is a potent antihistaminic and is availableas the racemic mixture. It differs structurally from chlorpheniramineonly in having an oxygen atom separate theasymmetric carbon atom from the aminoethyl side chain. Themore active levo isomer of carbinoxamine has the (S) absoluteconfiguration and can be superimposed on the moreactive dextro isomer (S configuration) of chlorpheniramine.

CARBINOXAMINE MALEATE SALT Preparation Products And Raw materials

Raw materials

Preparation Products

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View Lastest Price from CARBINOXAMINE MALEATE SALT manufacturers

Shaanxi Dideu Medichem Co. Ltd
Product
Carbinoxamine Maleates 3505-38-2
Price
US $1.00-1.00/KG
Min. Order
1g
Purity
99%
Supply Ability
50tons
Release date
2020-05-08
Zhuhai Hairuide Bioscience and Technology Co., Ltd
Product
Carbinoxamine maleate 3505-38-2
Price
US $0.00/KG Ton
Min. Order
1KG Ton
Purity
USP43 98%+
Supply Ability
2 tons/month
Release date
2022-10-09
Anhui Ruihan Technology Co., Ltd
Product
Carbinoxamine maleate salt 3505-38-2
Price
US $30.00/kg
Min. Order
1kg
Purity
99%
Supply Ability
1000t/year
Release date
2023-09-07

3505-38-2, CARBINOXAMINE MALEATE SALTRelated Search:


  • 2-((4-chlorophenyl)-2-pyridinylmethoxy)-n,n-dimethyl-ethanamin(z)-2-bute
  • 2-(p-chloro-alpha-(2-(dimethylamino)ethoxy)benzyl)pyridinebimaleate
  • 2-(p-chloro-alpha-(2-(dimethylamino)ethoxy)benzyl)pyridinemaleate
  • 2-(p-chloro-alpha-(2-(dimethylamino)ethoxy)benzyl)-pyridinmaleate(1:1)
  • 2-[(4-chlorophenyl)-2-pyridinylmethoxy]-n,n-dimethyl-ethanamin(z)-2-butene
  • allergefonmaleate
  • ciberon
  • clistin
  • clistinemaleate
  • clistinmaleate
  • hislosine
  • lergefin
  • p-carbinoxaminemaleate
  • carbinoxamine hydrogen maleate
  • N-[2-[(4-Chlorophenyl)(2-pyridinyl)methoxy]ethyl]-N,N-dimethylamine maleate salt
  • Carbinoxamine Meleate
  • CarbinoxaMine Maleate Salt, USP
  • Carbinoxamine Maleate (200 mg)
  • CarbinoxaMine&nbsp
  • Maleate&nbsp
  • arbinoxaMine Maleate
  • {2-[(4-chlorophenyl)(pyridin-2-yl)methoxy]ethyl}dimethylamine maleate
  • CARBINOXAMINE MALEATE
  • CARBINOXAMINE MALEATE SALT
  • Allergefon
  • 2-[(4-Clorophenyl)-2-pyridinylmethoxy]-N,N-dimethyl-ethanamine Maleate Salt
  • 2-[(4-chlorophenyl)-(2-pyridyl)methoxy]ethyl-dimethyl-amine
  • 2-[(4-chlorophenyl)-(2-pyridyl)methoxy]-N,N-dimethylethanamine
  • 2-[(4-chlorophenyl)-(2-pyridyl)methoxy]-N,N-dimethyl-ethanamine
  • 2-[(4-chlorophenyl)-pyridin-2-yl-methoxy]-N,N-dimethyl-ethanamine
  • 2-[(4-chlorophenyl)-pyridin-2-ylmethoxy]-N,N-dimethylethanamine
  • Carbinoxamine Maleates
  • Ethanamine, 2-((4-chlorophenyl)-2-pyridinylmethoxy)-N,N-dimethyl-, (2Z)-2-butenedioate (1:1)
  • Carbinoxamine Maleate &gt
  • But-2-enedioic acid (2-[(4-chlorophenyl)(pyridin-2-yl)methoxy]ethyl)dimethylamine
  • CARBINOXAMINE MALEATE SALT USP/EP/BP
  • "(+/-)-Carbinoxamine D6 Maleate (N,N-dimethyl-d6)"
  • Carbinoxamine Maleate (1096000)
  • Carbinoxamine Maleate, ≥ 98.0%
  • 3505-38-2
  • C16H19ClN2OC4H4O4
  • C17H22N2OC4H4O4
  • C20H23ClN2O5
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