Home > Compound List > Compound details
114-80-7 molecular structure
click picture or here to close

3-[(dimethylcarbamoyl)oxy]-N,N,N-trimethylanilinium bromide

ChemBase ID: 73041
Molecular Formular: C12H19BrN2O2
Molecular Mass: 303.19546
Monoisotopic Mass: 302.06298986
SMILES and InChIs

SMILES:
c1c(cc(cc1)[N+](C)(C)C)OC(=O)N(C)C.[Br-]
Canonical SMILES:
O=C(N(C)C)Oc1cccc(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

Cite this record

CBID:73041 http://www.chembase.cn/molecule-73041.html

Collapse All Expand All

NAMES AND DATABASE IDS

NAMES AND DATABASE IDS

Names Database IDs
IUPAC name
3-[(dimethylcarbamoyl)oxy]-N,N,N-trimethylanilinium bromide
IUPAC Traditional name
neostigmine bromide
Synonyms
Prostigmin
Vagostigmin
Neostigmine bromide
(m-Hydroxyphenyl)trimethylammonium Bromide Dimethylcarbamate
(3-Dimethylcarbamoyloxyphenyl)trimethylammonium Bromide
Eustigmin Bromide
Kirkstigmine Bromide
Neoeserine Bromide
Neoesserin
Philostigmin Bromide
Prostigmin Bromide
Prostigmine Bromide
Stigmanol Bromide
Stigmosan Bromide
Syntostigmin
Syntostigmin Bromide
Vagostigmine
3-[[(Dimethylamino)carbonyl]oxy]-N,N,N-trimethylbenzenaminium bromide
Prostigmine
NEOSTIGIMINE BROMIDE
3-(N,N-Dimethylcarbamoyloxy)-N,N,N,-trimethylanilinium bromide
Neostigmine bromide
CAS Number
114-80-7
114-80-7
EC Number
204-054-8
MDL Number
MFCD00011795
PubChem SID
24277854
162037961
PubChem CID
8246

CALCULATED PROPERTIES

CALCULATED PROPERTIES

JChem
H Acceptors H Donor
LogD (pH = 5.5) -2.2459824  LogD (pH = 7.4) -2.2459824 
Log P -2.2459824  Molar Refractivity 75.2818 cm3
Polarizability 24.687561 Å3 Polar Surface Area 29.54 Å2
Rotatable Bonds Lipinski's Rule of Five true 

PROPERTIES

PROPERTIES

Physical Property Safety Information Pharmacology Properties Product Information Bioassay(PubChem)
Solubility
ethanol: soluble expand Show data source
H2O: soluble1 g/mL expand Show data source
Methanol. Water expand Show data source
Apperance
Off-White Solid expand Show data source
white powder expand Show data source
Melting Point
175-177 °C(lit.) expand Show data source
185°C expand Show data source
185-186°C expand Show data source
195-198°C expand Show data source
Storage Condition
-20°C expand Show data source
-20°C Freezer expand Show data source
Room Temperature (15-30°C), Desiccate expand Show data source
RTECS
BR3150000 expand Show data source
European Hazard Symbols
Toxic Toxic (T) expand Show data source
Highly toxic Highly toxic (T+) expand Show data source
UN Number
2811 expand Show data source
MSDS Link
Download expand Show data source
Download expand Show data source
Download expand Show data source
German water hazard class
3 expand Show data source
Hazard Class
6.1 expand Show data source
Packing Group
2 expand Show data source
III expand Show data source
Australian Hazchem
2X expand Show data source
Risk Statements
26/27/28-36/37/38-42/43 expand Show data source
R:25 expand Show data source
Safety Statements
22-26-36/37/39-45 expand Show data source
S:28-29-36/37/39-45 expand Show data source
EU Classification
T2 expand Show data source
EU Hazard Identification Number
6.1B expand Show data source
Emergency Response Guidebook(ERG) Number
154 expand Show data source
GHS Pictograms
GHS06 expand Show data source
GHS08 expand Show data source
GHS Signal Word
Danger expand Show data source
GHS Hazard statements
H300-H310-H315-H317-H319-H330-H334-H335 expand Show data source
GHS Precautionary statements
P260-P264-P280-P284-P301 + P310-P302 + P350 expand Show data source
Personal Protective Equipment
Eyeshields, Faceshields, Gloves, type P2 (EN 143) respirator cartridges expand Show data source
RID/ADR
UN 2811 6.1/PG 2 expand Show data source
Gene Information
human ... ACHE(43) expand Show data source
Purity
≥98% (HPLC and titration) expand Show data source
Salt Data
bromide expand Show data source
Certificate of Analysis
Download expand Show data source
Download expand Show data source
Download expand Show data source

DETAILS

DETAILS

MP Biomedicals MP Biomedicals Selleck Chemicals Selleck Chemicals Sigma Aldrich Sigma Aldrich TRC TRC
MP Biomedicals - 05206456 external link
MP Biomedicals Rare Chemical collection
MP Biomedicals - 02153553 external link
Inhibitor of acetylchloinesterase
Selleck Chemicals - S2490 external link
Research Area: Neurological Disease
Biological Activity:
Neostigmine bromide(Prostigmin) is a reversible acetylcholinesterase inhibitor and a parasympatho-mimetic. By interfering with the breakdown of acetylcholine, neostigmine indirectly stimulates both nicotinic and muscarinic receptors. It binds to the anionic site of cholinesterase. The drug blocks the active site of acetylcholinesterase so the enzyme can no longer break down the acetylcholine molecules before they reach the postsynaptic membrane receptors. This allows for the threshold to be reached so a new impulse can be triggered in the next neuron. In myasthenia gravis there are too few acetylcholine receptors so with the acetylcholinesterase blocked, acetylcholine can bind to the few receptors and trigger a muscular contraction. [1]References on Neostigmine bromide (Prostigmin)[1] http://en.wikipedia.org/wiki/Neostigmine, ,
Sigma Aldrich - N2001 external link
Biochem/physiol Actions
Reversible inhibitor of acetylcholinesterase that is similar to eserine, but does not cross the blood-brain barrier.
Toronto Research Chemicals - N390010 external link
Cholinergic; miotic; antidote (curare).

REFERENCES

REFERENCES

From Suppliers Google Scholar IconGoogle Scholar PubMed iconPubMed Google Books IconGoogle Books
  • • http://en.wikipedia.org/wiki/Neostigmine
  • • Calvey, T.N., et al.: Br. J. Clin. Pharmacol., 7, 149 (1979)
  • • Al-Badr, A.A., et al.: Anal. Profiles Drug Subs., 16, 403 (1979)
  • Searching...Please wait...

PATENTS

PATENTS

PubChem iconPubChem Patent Google Patent Search IconGoogle Patent

INTERNET

INTERNET

Baidu iconBaidu google iconGoogle