Oxotremorine sesquifumarate

Names

[ Name ]:
Oxotremorine sesquifumarate

[Synonym ]:
EINECS 241-388-3
MFCD00013163
1-(4-[1-Pyrrolidinyl]-2-butynyl)-2-pyrrolidinone 1-(4-[1-Pyrrolidinyl]2-butynyl)-2-pyrrolidinone
Oxotremorine sesquifumarate,1-[4-(1-Pyrrolidinyl)-2-butynyl]-2-pyrrolidinonesesquifumarate

Biological Activity

[Description]:

Oxotremorine sesquifumarate is a mAChR agonist that mainly activates M2 receptors. Oxotremorine sesquifumarate can be used for neurological research[1][2].

[Related Catalog]:

Signaling Pathways >> Neuronal Signaling >> mAChR

Signaling Pathways >> GPCR/G Protein >> mAChR

Research Areas >> Neurological Disease

[In Vitro]

Oxotremorine (10.5 μM) produces a paralytic effect on twitch responses of rat diaphragm in vitro to direct and indirect stimulation[1].

[In Vivo]

In rats with sciatic nerve injuries, Oxotremorine (10, 5, 2 1 μg; 10 μL) i.t. dose-dependently suppresses the tactile hypersensitivity[2].

[References]

[1]. M Das, D K Ganguly, et al. Enhancement by oxotremorine of acetylcholine release from the rat phrenic nerve. Br J Pharmacol. 1978 Feb;62(2):195-8.

[2]. Zhiyang Song, et al. Muscarinic receptor activation potentiates the effect of spinal cord stimulation on pain-related behavior in rats with mononeuropathy. Neurosci Lett. 2008 May 2;436(1):7-12.

Chemical & Physical Properties

[ Boiling Point ]:
373.9ºC at 760 mmHg

[ Melting Point ]:
102-105ºC(lit.)

[ Molecular Formula ]:
C₃₆H₄₈N₄O₁₄

[ Molecular Weight ]:
760.78500

[ Flash Point ]:
169.1ºC

[ Exact Mass ]:
760.31700

[ PSA ]:
270.90000

[ LogP ]:
0.30300

[ Vapour Pressure ]:
8.7E-06mmHg at 25°C

MSDS

Click to get detail MSDS

Toxicological Information

CHEMICAL IDENTIFICATION

RTECS NUMBER :: UY6000000

CHEMICAL NAME :: 2-Pyrrolidinone, 1-(4-(1-pyrrolidinyl)-2-butynyl)-, sesquifumarate

CAS REGISTRY NUMBER :: 17360-35-9

LAST UPDATED :: 199612

DATA ITEMS CITED :: 3

MOLECULAR FORMULA :: C12-H18-N2-O.3/2C4-H4-O4

MOLECULAR WEIGHT :: 380.44

WISWESSER LINE NOTATION :: T5NVTJ A2UU2- AT5NTJ &QV1U1VQ -C

HEALTH HAZARD DATA

ACUTE TOXICITY DATA

TYPE OF TEST :: LD50 - Lethal dose, 50 percent kill

ROUTE OF EXPOSURE :: Intraperitoneal

SPECIES OBSERVED :: Rodent - mouse

DOSE/DURATION :: 6500 ug/kg

TOXIC EFFECTS :: Details of toxic effects not reported other than lethal dose value

REFERENCE :: TXAPA9 Toxicology and Applied Pharmacology. (Academic Press, Inc., 1 E. First St., Duluth, MN 55802) V.1- 1959- Volume(issue)/page/year: 28,227,1974

TYPE OF TEST :: LD50 - Lethal dose, 50 percent kill

ROUTE OF EXPOSURE :: Intravenous

SPECIES OBSERVED :: Rodent - mouse

DOSE/DURATION :: 20 mg/kg

TOXIC EFFECTS :: Details of toxic effects not reported other than lethal dose value

REFERENCE :: CSLNX* U.S. Army Armament Research & Development Command, Chemical Systems Laboratory, NIOSH Exchange Chemicals. (Aberdeen Proving Ground, MD 21010) Volume(issue)/page/year: NX#04243 ** OTHER MULTIPLE DOSE TOXICITY DATA **

TYPE OF TEST :: TDLo - Lowest published toxic dose

ROUTE OF EXPOSURE :: Intraperitoneal

SPECIES OBSERVED :: Rodent - rat

DOSE/DURATION :: 21 mg/kg/7D-I

TOXIC EFFECTS :: Brain and Coverings - other degenerative changes Biochemical - Enzyme inhibition, induction, or change in blood or tissue levels - true cholinesterase Biochemical - Enzyme inhibition, induction, or change in blood or tissue levels - other esterases

REFERENCE :: DTESD7 52 Vanderbilt Ave., New York, NY 10017) V.1-15, 1977-87. Discontinued 52 Vanderbilt Ave., New York, NY 10017) V.1- 1977- Volume(issue)/page/year: 11,495,1983

Safety Information

[ Symbol ]:

GHS06

[ Signal Word ]:
Danger

[ Hazard Statements ]:
H300-H310-H330

[ Precautionary Statements ]:
P260-P264-P280-P284-P302 + P350-P310

[ Personal Protective Equipment ]:
Eyeshields;Faceshields;full-face particle respirator type N100 (US);Gloves;respirator cartridge type N100 (US);type P1 (EN143) respirator filter;type P3 (EN 143) respirator cartridges

[ Hazard Codes ]:
T+

[ Risk Phrases ]:
26/27/28

[ Safety Phrases ]:
S28;S45;S36/S37

[ RIDADR ]:
UN 2811 6.1/PG 2

[ WGK Germany ]:
3

[ RTECS ]:
UY6000000

[ Packaging Group ]:
I

[ Hazard Class ]:
6.1(a)

Articles

Acetylcholine activity in selective striatal regions supports behavioral flexibility.

Neurobiol. Learn. Mem. 91(1) , 13-22, (2009)

Daily living often requires individuals to flexibly respond to new circumstances. There is considerable evidence that the striatum is part of a larger neural network that supports flexible adaptations...

Stress-induced immobility in rats with cholinergic supersensitivity.

Biol. Psychiatry 21(7) , 657-64, (1986)

Immobility during forced swimming or after mild footshock (1 mA for 2 sec) was observed in five groups of rats. The Flinders Sensitive Line (FSL) of rats, known to be more sensitive to cholinergic ago...

Memory-modulatory effects of centrally acting noradrenergic drugs: possible involvement of brain cholinergic mechanisms.

Behav. Neural Biol 57(3) , 248-55, (1992)

Post-training administration of the centrally acting muscarinic agonist oxotremorine (50.0 microgram/kg, ip) facilitated 48-hr retention, in mice, of a one-trial step-through inhibitory avoidance resp...