ChemicalBook > CAS DataBase List > Carbachol

Carbachol

Product Name
Carbachol
CAS No.
51-83-2
Chemical Name
Carbachol
Synonyms
Doryl;Moryl;tl457;Carba;Lentin;TL 457;Carbyl;carbach;Jestryl;Lentine
CBNumber
CB1685095
Molecular Formula
C6H15N2O2.Cl
Formula Weight
182.65
MOL File
51-83-2.mol
More
Less

Carbachol Property

Melting point:
210 °C (dec.) (lit.)
Density 
1.2798 (rough estimate)
refractive index 
1.5557 (estimate)
storage temp. 
Desiccate at RT
solubility 
H2O: 1 g/mL
form 
crystalline
pka
pKa 4.8 (Uncertain)
color 
white
Water Solubility 
1.0 G/ML
Sensitive 
Hygroscopic
Merck 
14,1779
BRN 
3917459
Stability:
Hygroscopic
CAS DataBase Reference
51-83-2(CAS DataBase Reference)
NIST Chemistry Reference
Carbachol(51-83-2)
EPA Substance Registry System
Carbachol chloride (51-83-2)
More
Less

Safety

Hazard Codes 
T
Risk Statements 
25-36/37/38
Safety Statements 
45-36/37/39-28A-26
RIDADR 
UN 2811 6.1/PG 2
WGK Germany 
3
RTECS 
GA0875000
TSCA 
Yes
HazardClass 
6.1
PackingGroup 
II
HS Code 
29239000
Hazardous Substances Data
51-83-2(Hazardous Substances Data)
Toxicity
LD50 in mice (mg/kg): 15 orally, 0.3 i.v. (Molitor)
More
Less

Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Danger
Hazard statements

H300Fatal if swallowed

More
Less

N-Bromosuccinimide Price

Sigma-Aldrich
Product number
212385-M
Product name
Carbachol - CAS 51-83-2 - Calbiochem
Purity
An unsubstituted carbamoyl ester that acts as an agonist for nicotinic and muscarinic acetylcholine receptors.
Packaging
100mg
Price
$90.9
Updated
2024/03/01
Sigma-Aldrich
Product number
1092009
Product name
Carbachol
Purity
United States Pharmacopeia (USP) Reference Standard
Packaging
200mg
Price
$436
Updated
2024/03/01
TCI Chemical
Product number
C0596
Product name
Carbamylcholine Chloride
Purity
>99.0%(T)
Packaging
10g
Price
$132
Updated
2024/03/01
TCI Chemical
Product number
C0596
Product name
Carbamylcholine Chloride
Purity
>99.0%(T)
Packaging
25g
Price
$240
Updated
2024/03/01
Alfa Aesar
Product number
L06674
Product name
Carbachol, 99%
Packaging
1g
Price
$47.9
Updated
2024/03/01
More
Less

Carbachol Chemical Properties,Usage,Production

Description

Unlike acetylcholine and methacholine, carbachol contains a carbamino functional group instead of an acetyl group, which is not responsive to hydrolysis by cholinesterase. In vitro studies have shown that the rate of hydrolysis is at least twice as slow as that of acetylcholine.

Chemical Properties

Carbachol chloride is a crystalline odorless powder which, on standing in an open container, develops a faint odor resembling that of an aliphatic amine.

Chemical Properties

white crystalline powder

Originator

Miostat,Alcon,US,1979

Uses

Carbachol is a cholinergic agonist and is used for the treatment of glaucoma. It is also used as ophthalmic solution (eye drops) during ophthalmic surgery.

Uses

cholinergic, miotic

Uses

Carbachol is a powerful cholinic ester that stimulates both muscarinic and nicotinic receptors, as well as exhibits all of the pharmacological properties of acetylcholine while in addition resulting in vasodilation, a decrease in heart rate, an increase in tone and contractability of smooth muscle, stimulation of salivary, ocular, and sweat glands as well as autonomic ganglia and skeletal muscle. For this reason, use of carbachol, like acetylcholine, is limited. The exception is that it is used in ophthalmological practice and postoperational intestines and bladder atony. Upon administration in the eye, the pupil constricts and the intraocular pressure is reduced. It is used for severe chronic glaucoma.

Uses

Carbamylcholine Chloride is a cholinergic receptor agonist. Studies show that Carbamylcholine Chloride is resistant to the action of cholinesterases. Carbamylcholine Chloride also displays antiapoptotic effects in cerebellar granule neurons.

Definition

An acetylcholine counterfit molecule that is not inactivated by acetylcholinesterase and is a slowly hydrolyzed cholinergic agonist that acts at both muscarinic and nicotinic receptors.

Manufacturing Process

About 14 g of choline chloride are stirred with a solution of about 20 g of phosgene in 100 g of chloroform for about two hours at room temperature. The mixture becomes a two-phase liquid mixture. Hydrochloric acid and excess phosgene are removed by distillation in vacuo. Chloroform is added to the syrup, and the mixture is then added to a solution of excess ammonia in chloroform which was cooled with solid carbon dioxide-acetone. The mixture is filtered, and the solid is extracted with hot absolute alcohol. The solid in the alcoholic solution is precipitated with ether, and filtered. It is recrystallized from a methyl alcohol-ether mixture; the carbaminoyl-choline chloride obtained has a melting point of about 208°-210°C.

brand name

Carbastat (Novartis); Miostat (Alcon).

Therapeutic Function

Cholinergic

General Description

Carbachol forms a carbamylester in the active site of AChE, which is hydrolyzedmore slowly than an acetyl ester. This slower hydrolysis ratereduces the amount of free enzyme and prolongs the durationof ACh in the synapse. Carbachol also stimulates theautonomic ganglia and causes contraction of skeletal musclebut differs from a true muscarinic agent in that it does nothave cardiovascular activity despite the fact that it seems toaffect M2 receptors.

General Description

Prismatic crystals or powder. Odorless, but develops a faint odor of aliphatic amine upon standing in an open container. Cholinergic, parasympathomimetic, used chiefly in large animals, especially for colic in the horse.

Air & Water Reactions

Hygroscopic.

Reactivity Profile

Carbachol is a carbamate ester. Carbamates are chemically similar to, but more reactive than amides. Like amides they form polymers such as polyurethane resins. Carbamates are incompatible with strong acids and bases, and especially incompatible with strong reducing agents such as hydrides. Flammable gaseous hydrogen is produced by the combination of active metals or nitrides with carbamates. Strongly oxidizing acids, peroxides, and hydroperoxides are incompatible with carbamates.

Hazard

Deadly poison; may cause lowered blood pressure, venous dilation, nausea or vomiting, sweating and lachrymation; a parasympathetic nerve stimulant.

Health Hazard

Highly toxic by mouth.

Fire Hazard

When heated to decomposition, Carbachol emits very toxic fumes of chloride and nitrogen oxides. The aqueous solution is stable even when heated.

Biological Activity

Cholinergic receptor agonist that is resistant to the action of cholinesterases. Blocks apoptosis in cerebellar granule neurons.

Biochem/physiol Actions

Non-selective cholinergic agonist that is resistant to the action of cholinesterases; inhibits apoptotic death of cultured neurons, and may induce apoptosis in thymocytes.

Clinical Use

Carbachol is a miotic and has been used to reduce the intraoculartension of glaucoma when a response cannot beobtained with pilocarpine or neostigmine. Penetration of thecornea is poor but can be enhanced by the use of a wettingagent in the ophthalmic solution. In addition to its topicaluse for glaucoma, carbachol is used during ocular surgery,when a more prolonged miosis is required than can be obtainedwith ACh chloride.

Synthesis

Carbachol, 2-carbamoyloxy-N,N,N-trimethylethyl ammonium chloride (13.1.7), is made by reacting 2-chloroethanol with phosgene, which forms 2-chloroethyl chloroformate (13.1.5). Upon reaction with ammonia, it turns into the corresponding amide (13.1.6), which is further reacted with an equimolar quantity of trimethylamine, giving carbachol (13.1.7) [9¨C13].

Potential Exposure

Used in veterinary medicine as a cholinergic; parasympathomimetic, used chiefly in large animals, especially for colic in the horse

First aid

If this chemical gets into the eyes, remove anycontact lenses at once and irrigate immediately for at least15 min, occasionally lifting upper and lower lids. Seek medical attention immediately. If this chemical contacts theskin, remove contaminated clothing and wash immediatelywith soap and water. Seek medical attention immediately. Ifthis chemical has been inhaled, remove from exposure,begin rescue breathing (using universal precautions, including resuscitation mask) if breathing has stopped and CPR ifheart action has stopped. Transfer promptly to a medicalfacility. When this chemical has been swallowed, get medical attention. Give large quantities of water and inducevomiting. Do not make an unconscious person vomit.

storage

Desiccate at RT

Shipping

UN3249 Medicine, solid, toxic, n.o.s., Hazard Class: 6.1; Labels: 6.1-Poisonous materials. UN2811 Toxic solids, organic, n.o.s., Hazard Class: 6.1; Labels: 6.1- Poisonous materials, Technical Name Required.

Incompatibilities

Carbachol chloride is a carbamate ester. Esters are generally incompatible with nitrates. Moisture may cause hydrolysis or other forms of decomposition. Carbamates are incompatible with strong acids and bases, and especially incompatible with strong reducing agents such as hydrideds and active metals. Contact with active metals or nitrides form flammable gaseous hydrogen. Incompatible with strongly oxidizing acids, peroxides, and hydroperoxides.

Waste Disposal

It is inappropriate and possibly dangerous to the environment to dispose of expired or waste pharmaceuticals by flushing them down the toilet or discarding them to the trash. Household quantities of expired or waste pharmaceuticals may be mixed with wet cat litter or coffee grounds, double-bagged in plastic, discard in trash. Larger quantities shall carefully take into consideration applicable DEA, EPA, and FDA regulations. If possible return the pharmaceutical to the manufacturer for proper disposal being careful to properly label and securely package the material. Alternatively, the waste pharmaceutical shall be labeled, securely packaged, and transported by a state licensed medical waste contractor to dispose by burial in a licensed hazardous or toxic waste landfill or incinerator.

Carbachol Preparation Products And Raw materials

Raw materials

Preparation Products

More
Less

Carbachol Suppliers

Shandong Baoshilun Furuida Pharmaceutical Co., Ltd.
Tel
0531-86510228
Email
hongjie.hu@bausch.com
Country
China
ProdList
4
Advantage
58
3B Pharmachem (Wuhan) International Co.,Ltd.
Tel
821-50328103-801 18930552037
Fax
86-21-50328109
Email
3bsc@sina.com
Country
China
ProdList
15839
Advantage
69
Alfa Aesar
Tel
400-6106006
Fax
021-67582001/03/05
Email
saleschina@alfa-asia.com
Country
China
ProdList
30123
Advantage
84
TCI (Shanghai) Development Co., Ltd.
Tel
021-67121386
Fax
021-67121385
Email
Sales-CN@TCIchemicals.com
Country
China
ProdList
24529
Advantage
81
Chemsky (shanghai) International Co.,Ltd
Tel
021-50135380
Email
shchemsky@sina.com
Country
China
ProdList
15402
Advantage
60
Syntechem Co.,Ltd
Tel
Fax
E-Mail Inquiry
Email
info@syntechem.com
Country
China
ProdList
12984
Advantage
57
Hangzhou Yuhao Chemical Technology Co., Ltd
Tel
0571-82693216
Fax
+86-571-82880190
Email
info@yuhaochemical.com
Country
China
ProdList
9387
Advantage
52
Thermo Fisher Scientific
Tel
800-810-5118
Fax
+86-10-84193589
Email
cnchemical@thermofisher.com
Country
China
ProdList
17770
Advantage
75
Haoyuan Chemexpress Co., Ltd.
Tel
021-58950125
Fax
(86) 21-58955996
Email
info@chemexpress.com
Country
China
ProdList
7552
Advantage
61
TOKYO CHEMICAL INDUSTRY CO., LTD.
Tel
03-36680489
Fax
03-3668-0520
Email
Sales-JP@TCIchemicals.com
Country
Japan
ProdList
28387
Advantage
80
More
Less

View Lastest Price from Carbachol manufacturers

Hebei Mojin Biotechnology Co., Ltd
Product
Carbachol 51-83-2
Price
US $0.00/KG
Min. Order
1KG
Purity
99%
Supply Ability
50000KG/month
Release date
2023-08-29
Shijiazhuang tongyang Import and Export Co., LTD
Product
Carbachol 51-83-2
Price
US $21.00/KG
Min. Order
1g
Purity
99.9%
Supply Ability
500000kgs
Release date
2021-08-13
Career Henan Chemical Co
Product
Carbachol 51-83-2
Price
US $1.00/KG
Min. Order
1KG
Purity
99.0%
Supply Ability
100kg
Release date
2020-01-18

51-83-2, CarbacholRelated Search:


  • 2-(aminocarbonyl)oxy-n,n,n-trimethyl-ethanaminiuchloride
  • 2-[(aminocarbonyl)oxy]-n,n,n-trimethyl-ethanaminiuchloride
  • 2-[(Aminocarbonyl)oxy]-N,N,N-trimethyle-thanaminiumchloride
  • carbach
  • Carbacholin
  • Carbacholine
  • Carbacholine chloride
  • carbacholinechloride
  • carbacholum
  • carbacholumchloratum
  • Carbacolina
  • Carbamic acid, ester with choline chloride
  • Doryl
  • doryl(pharmaceutical)
  • Ethanaminium, 2-[(aminocarbonyl)oxy]-N,N,N-trimethyl-, chloride
  • gamma-Carbamoyl choline chloride
  • gamma-carbamoylcholinechloride
  • Isopto Carbachol
  • Jestryl
  • Karbachol
  • Karbamoylcholin chlorid
  • karbamoylcholinchlorid
  • Lentin
  • Lentine
  • lentine(french)
  • Miostat
  • Mistura C
  • Moryl
  • P. V. Carbachol
  • Rilentol
  • TL 457
  • tl457
  • Vasoperif
  • (2-Hydroxyethyl)trimethylammonium chloride carbamate, Carbachol, Carbamylcholine chloride
  • Carbamoylcholine chloride purum, >=99.0% (AT)
  • Carbachol (200 mg)
  • Carba
  • Carbachol (2-Carbamoyloxyethyl)trimethylammonium Chloride Choline Chloride Carbamate
  • Cholin Chloride
  • Carbamylcholine chloride,99%
  • 2-(carbaMoyloxy)-N,N,N-triMethylethanaMiniuM chloride
  • Ethanaminium,2-[(aminocarbonyl)oxy]-N,N,N-trimethyl-, chloride (1:1)
  • CHOLINE CHLORIDE CARBAMATE
  • CHOLINE CHLORIDE CARBAMATER
  • CHOLINCHLORIDE CARBAMATE
  • LABOTEST-BB LT00645774
  • LABOTEST-BB LT00455354
  • CARBAMYLCHOLINCHLORIDE
  • CARBAMYLCHOLINE CHLORIDE
  • CARBAMOYLCHOLINE CHLORIDE
  • CARBACHOL
  • CARBACHOL CHLORIDE
  • 2-((aminocarbonyl)oxy)-n,n,n,-trimethyl-ethanaminiuchloride
  • 2-((Aminocarbonyl)oxy)-N,N,N-trimethylethanaminium chloride
  • 2-((aminocarbonyl)oxy)-n,n,n-trimethylethanaminiumchloride
  • 2-((aminocarbonyl)oxy)-n,n,n-trimethylethanaminumchloride
  • carbamicacid,esterwithcholinechloride
  • Carbaminocholine chloride