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Neostigmine bromide

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Name

Neostigmine bromide

EINECS 204-054-8
CAS No. 114-80-7 Density 1.4344 (rough estimate)
PSA 29.54000 LogP -1.05230
Solubility 1 g/ mL in water Melting Point 175-177 °C(lit.)
Formula C12H19BrN2O2 Boiling Point N/A
Molecular Weight 303.199 Flash Point N/A
Transport Information UN 2811 6.1/PG 2 Appearance white powder
Safety 22-26-36/37/39-45-37/39-28A Risk Codes 26/27/28-36/37/38-42/43-25
Molecular Structure Molecular Structure of 114-80-7 (Neostigmine bromide) Hazard Symbols VeryT+, ToxicT
Synonyms

(m-Hydroxyphenyl)trimethylammoniumbromide, dimethylcarbamate (7CI);Ammonium, (m-hydroxyphenyl)trimethyl-,bromide, dimethylcarbamate (8CI);Benzenaminium,3-[[(dimethylamino)carbonyl]oxy]-N,N,N-trimethyl-, bromide (9CI);Neostigminebromide (6CI);Carbamic acid, dimethyl-, ester with(m-hydroxyphenyl)trimethylammonium bromide (8CI);(3-Dimethylcarbamoyloxyphenyl)trimethylammonium bromide;Eustigmin bromide;Kirkstigmine bromide;Neoesserin;Philostigmin bromide;Prostigmin bromide;Prostigmine bromide;Stigmanol bromide;

Article Data 4

Neostigmine bromide Synthetic route

74-83-9

methyl bromide

16088-19-0

norneostigmine

114-80-7

Neostigmine bromide

99-07-0

3-Dimethylaminophenol

114-80-7

Neostigmine bromide

114-80-7

Neostigmine bromide

124-40-3

dimethyl amine

Conditions
ConditionsYield
With pH 9.3 In water at 60℃; Kinetics; Thermodynamic data; Rate constant; var. temperatures; activation energy;
114-80-7

Neostigmine bromide

A

19962-04-0

Dimethylcarbaminsaeure-3-aminophenylester

B

16088-19-0

norneostigmine

C

76418-45-6

Dimethylcarbaminsaeure-3-methylaminophenylester

D

1620-19-5

3-hydroxyphenyltrimethylammonium bromide

E

99-07-0

3-Dimethylaminophenol

Conditions
ConditionsYield
With water In various solvent(s) at 70 - 95℃; Kinetics; Thermodynamic data; Product distribution; Activation energies in 6 buffer systems with varying pH, influence of buffer concentration, ionic force, oxygen, and pilocarpine hydrochloride on the rates of hydrolysis and demethylation;
114-80-7

Neostigmine bromide

A

19962-04-0

Dimethylcarbaminsaeure-3-aminophenylester

B

16088-19-0

norneostigmine

C

76418-45-6

Dimethylcarbaminsaeure-3-methylaminophenylester

D

1620-19-5

3-hydroxyphenyltrimethylammonium bromide

E

99-07-0

3-Dimethylaminophenol

F

4(resp. 6)-bromo-3-dimethylaminophenyl-dimethylcarbamate

4(resp. 6)-bromo-3-dimethylaminophenyl-dimethylcarbamate

Conditions
ConditionsYield
Heating; degradation in alkaline solution;

114-80-7

Neostigmine bromide

Br(1-)*C12H19N2O2(1+)*C62H68N16O24S4(4-)*4Na(1+)

Conditions
ConditionsYield
In aq. phosphate buffer pH=7.4; UV-irradiation;

Neostigmine bromide Chemical Properties

Product Name: Neostigmine bromide (CAS NO.114-80-7)

Molecular Formula: C12H19BrN2O2
Molar mass: 303.2 g/mol
EINECS: 204-054-8
Melting point: 175-177 °C(lit.)
Appearance: Crystalline solid
Solubility: H2O: 1 g/mL
Color: White
H-Bond Donor: 0
H-Bond Acceptor: 3
Structure Descriptors of Neostigmine bromide (CAS NO.114-80-7):
  IUPAC Name: [3-(dimethylcarbamoyloxy)phenyl]-trimethylazanium bromide 
  Canonical SMILES: CN(C)C(=O)OC1=CC=CC(=C1)[N+](C)(C)C.[Br-]
  InChI: InChI=1S/C12H19N2O2.BrH/c1-13(2)12(15)16-11-8-6-7-10(9-11)14(3,4)5;/h6-9H,1-5H3;1H/q+1;/p-1 
  InChIKey: LULNWZDBKTWDGK-UHFFFAOYSA-M
Product categories: Benzene derivatives; Quaternary Ammonium Compounds; Alkaloids; Ammonium Bromides (Quaternary); Pharmaceuticals; Acetylcholine receptor

Neostigmine bromide Uses

 Neostigmine bromide (CAS NO.114-80-7) is fine chemical and can be used for intermediate.And it also can be used for cholinergic,miotic and antidote (curare).

Neostigmine bromide Toxicity Data With Reference

1.    

orl-rat LD50:51 mg/kg

    PSEBAA    Proceedings of the Society for Experimental Biology and Medicine. 120 (1965),511.
2.    

ipr-rat LDLo:835 µg/kg

    JPETAB    Journal of Pharmacology and Experimental Therapeutics. 136 (1962),20.
3.    

scu-rat LD50:370 µg/kg

    JAPMA8    Journal of the American Pharmaceutical Association, Scientific Edition. 39 (1950),701.
4.    

ivn-rat LD50:165 µg/kg

    JAPMA8    Journal of the American Pharmaceutical Association, Scientific Edition. 39 (1950),701.
5.    

orl-mus LD50:7 mg/kg

    PSEBAA    Proceedings of the Society for Experimental Biology and Medicine. 120 (1965),511.
6.    

ipr-mus LD50:610 µg/kg

    JPMSAE    Journal of Pharmaceutical Sciences. 57 (1968),172.
7.    

scu-mus LD50:420 µg/kg

    JPETAB    Journal of Pharmacology and Experimental Therapeutics. 99 (1950),16.
8.    

ivn-mus LD50:130 µg/kg

    PCJOAU    Pharmaceutical Chemistry Journal (English Translation). Translation of KHFZAN. 16 (1982),164.

 

Neostigmine bromide Safety Profile

Poison by ingestion, subcutaneous, intravenous, and intraperitoneal routes. When heated to decomposition it emits very toxic fumes of Br, NH3, and NOx. See also CARBAMATES and BROMIDES.
Safety Information of Neostigmine bromide (CAS NO.114-80-7): 

Hazard Codes: T+,T
Risk Statements:
25:  Toxic if swallowed
26:  Very Toxic by inhalation
27:  Very Toxic in contact with skin
28:  Very Toxic if swallowed
36:  Irritating to the eyes
37:  Irritating to the respiratory system
38:  Irritating to the skin
42:  May cause sensitization by inhalation
43:  May cause sensitization by skin contact
Safety Statements:
22:  Do not breathe dust
26:  In case of contact with eyes, rinse immediately with plenty of water and seek medical advice
28A : After contact with skin, wash immediately with plenty of water.
36:  Wear suitable protective clothing 
37:  Wear suitable gloves
39:  Wear eye/face protection
45:  In case of accident or if you feel unwell, seek medical advice immediately (show label where possible)

Neostigmine bromide Specification

 Neostigmine bromide (CAS NO.114-80-7) also can be called Prostigmin ; Fuchsin SP ; Proserine bromide ; Stigmanol bromide and (m-Hydroxyphenyl)trimethyl-ammonium bromide dimethylcarbamate .It is hazardous,so the first aid measures and others should be known.Such as: When on the skin: first,should  flush skin with plenty of water immediatelyfor at least 15 minutes while removing contaminated clothing. Secondly,Get shoesmedical aid . Or in the eyes: Flush eyes with plenty of water for at least 15 minutes, occasionally lifting the upper and lower eyelids.Then get medical aid soon.While ,it's Inhaled: Remove from exposure and move to fresh air immediately.Give artificial respiration while not breathing. When breathing is difficult, give oxygen. And as soon as to get medical aid. Then you have the ingesting of the product : Wash mouth out with water,and get medical aid immediately.
In addition, Neostigmine bromide (CAS NO.114-80-7) can be stable under normal temperature and pressure conditions.It is not compatible with strong oxidizing agents, and you must not take it with light, excess heat and incompatible materials and not be exposured to moist air or water.And also prevent it to broken down into hazardous decomposition products: ammonia, hydrogen bromide, carbon dioxide, carbon monoxide.

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