CAS 23007-85-4|0MPTP hydrochloride

Introduction：Basic information about CAS 23007-85-4|0MPTP hydrochloride, including its chemical name, molecular formula, synonyms, physicochemical properties, and safety information, etc.

Table of Contents

1. Names
2. 0MPTP hydrochloride BiologicalActivity
3. Chemical & Physical Properties
4. Toxicological Information
CHEMICAL IDENTIFICATION
HEALTH HAZARD DATA
ACUTE TOXICITY DATA
5. Safety Information
6. Customs
7. Articles21
8. Synonyms

Common Name	0MPTP hydrochloride
CAS Number	23007-85-4	Molecular Weight	209.715
Density	/	Boiling Point	258.6ºC at 760mmHg
Molecular Formula	C₁₂H₁₆ClN	Melting Point	254 - 257 °C
MSDS	ChineseUSA	Flash Point	105.8ºC
Symbol	GHS06	Signal Word	Danger

Names

Name	1-Methyl-4-phenyl-1,2,3,6-tetrahydropyridine Hydrochloride
Synonym	More Synonyms

0MPTP hydrochloride BiologicalActivity

Description	MPTP hydrochloride is a brain penetrant dopamine neurotoxin, inducing Parkinson’s Disease.
Related Catalog	Signaling Pathways >>Others >>OthersResearch Areas >>Neurological Disease
In Vitro	Pretreatment with 50 mM 4-phenylpyridine, reduces IC50 (concentration for 50% inhibition of twitch amplitude) values of MPTP from 53 to 18 mM and d-tubocurarine from 0.7 to 0.3 mM, respectively, in mouse phrenic nerve-diaphragm[3].
In Vivo	The toxic effect of MPTP can be completely abolished in vivo by treatment with a monoamine oxidase inhibitor and potentiated by an inhibitor of catechol-O-methyltransferase[1]. Allopurinol potentiated the MPTP (35 mg/kg)-induced decrease in the DOPAC+HVA/DA ratio and increase in striatal AA oxidation of the rat[2]. Gas1 expressions are significantly elevated in the majority of the reactive astrocytes of the brains with LPS or MPTP insults in animal models[4].
Animal Admin	For the preparation of the LPS rat model and the MPTP mouse model, the treatments of the animals are performed. Briefly, adult rats receive unilateral injections of LPS (0.5 μL of 10 μg/μL diluted in 0.9% saline) into the medial forebrain bundle (MFB) at the following coordinates, AP-4.2 mm, L 1.5 mm, and V 7.8 mm, and into the contralateral side with the same volume of 0.9% saline. Adult mice are administered intraperitoneal injections of MPTP of 25 mg/kg per day for five continuous days, and the same volume of saline is injected as a control. All the animals are sacrificed at week 1, 2, 3, or 4 after the LPS or MPTP injections. The brain samples are collected for the subsequent immunohistochemistry and western blot experiments.
References	[1]. Langston J W, Irwin I. MPTP Neurotoxicity: An Overview and Characterization of Phases of Toxicity. II. Selective Accumulation of MPP in the Substantia Nigra: A Key to Neurotoxicity (Question). Life Sci., 1985, 36, No. 3, 201-12. [2]. Desole M S, et al. Further investigation of allopurinol effects on MPTP-induced oxidative stress in the striatum and brain stem of the rat. Source:Pharmacol.Biochem.Behav., 1996, 54, No. 2, 377-83. [3]. Hsu K S, et al. Potentiation of MPTP by 4-Phenylpyridine on the Neuromuscular Blockade in Mouse Phrenic Nerve-Diaphragm. Neuropharmacology, 1993, 32, No. 9, 877-83. [4]. Sun XL, et al. Gas1 up-regulation is inducible and contributes to cell apoptosis in reactive astrocytes in the substantia nigra of LPS and MPTP models. J Neuroinflammation. 2016 Jul 8;13(1):180.

Chemical & Physical Properties

Boiling Point	258.6ºC at 760mmHg
Melting Point	254 - 257 °C
Molecular Formula	C₁₂H₁₆ClN
Molecular Weight	209.715
Flash Point	105.8ºC
Exact Mass	209.097122
PSA	3.24000
LogP	3.14540
Vapour Pressure	0.0136mmHg at 25°C
InChIKey	KOWJANGMTAZWDT-UHFFFAOYSA-N
SMILES	CN1CC=C(c2ccccc2)CC1.Cl

Toxicological Information

CHEMICAL IDENTIFICATION

RTECS NUMBER :: UT8358950

CHEMICAL NAME :: Pyridine, 1,2,3,6-tetrahydro-1-methyl-4-phenyl-, hydrochloride

CAS REGISTRY NUMBER :: 23007-85-4

LAST UPDATED :: 199603

DATA ITEMS CITED :: 6

MOLECULAR FORMULA :: C12-H15-N.Cl-H

MOLECULAR WEIGHT :: 209.74

HEALTH HAZARD DATA

ACUTE TOXICITY DATA

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

ROUTE OF EXPOSURE :: Intraperitoneal

SPECIES OBSERVED :: Rodent - rat

DOSE/DURATION :: 72 mg/kg

TOXIC EFFECTS :: Behavioral - tremor Behavioral - convulsions or effect on seizure threshold Behavioral - changes in motor activity (specific assay)

REFERENCE :: BEXBAN Bulletin of Experimental Biology and Medicine (English Translation). Translation of BEBMAE. (Plenum Pub. Corp., 233 Spring St., New York, NY 10013) V.41- 1956- Volume(issue)/page/year: 105,470,1988

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

ROUTE OF EXPOSURE :: Subcutaneous

SPECIES OBSERVED :: Rodent - mouse

DOSE/DURATION :: 53800 ug/kg

TOXIC EFFECTS :: Behavioral - convulsions or effect on seizure threshold Behavioral - changes in motor activity (specific assay) Gastrointestinal - changes in structure or function of salivary glands

REFERENCE :: JPETAB Journal of Pharmacology and Experimental Therapeutics. (Williams & Wilkins Co., 428 E. Preston St., Baltimore, MD 21202) V.1- 1909/10- Volume(issue)/page/year: 247,531,1988 ** OTHER MULTIPLE DOSE TOXICITY DATA **

TYPE OF TEST :: TDLo - Lowest published toxic dose

ROUTE OF EXPOSURE :: Intraperitoneal

SPECIES OBSERVED :: Rodent - mouse

DOSE/DURATION :: 150 mg/kg/5D-I

TOXIC EFFECTS :: Brain and Coverings - other degenerative changes Nutritional and Gross Metabolic - changes in metals, not otherwise specified Biochemical - Neurotransmitters or modulators (putative) - dopamine in striatum

REFERENCE :: PHTOEH Pharmacology and Toxicology (Copenhagen). (Munksgaard International Pub., POB 2148, DK-1016 Copenhagen K, Denmark) V.60- 1987- Volume(issue)/page/year: 76,348,1995 ** REPRODUCTIVE DATA **

TYPE OF TEST :: TDLo - Lowest published toxic dose

ROUTE OF EXPOSURE :: Intraperitoneal

DOSE :: 40 mg/kg

SEX/DURATION :: female 15 day(s) after conception

TOXIC EFFECTS :: Reproductive - Effects on Embryo or Fetus - extra-embryonic structures (e.g., placenta, umbilical cord) Reproductive - Effects on Embryo or Fetus - fetotoxicity (except death, e.g., stunted fetus)

REFERENCE :: TXCYAC Toxicology. (Elsevier Scientific Pub. Ireland, Ltd., POB 85, Limerick, Ireland) V.1- 1973- Volume(issue)/page/year: 67,63,1991

TYPE OF TEST :: TDLo - Lowest published toxic dose

ROUTE OF EXPOSURE :: Subcutaneous

DOSE :: 25 mg/kg

SEX/DURATION :: female 17 day(s) after conception

TOXIC EFFECTS :: Reproductive - Effects on Embryo or Fetus - maternal-fetal exchange

REFERENCE :: JONRA9 Journal of Neurochemistry. (Raven Press, 1185 Ave. of the Americas, New York, NY 10036) V.1- 1956- Volume(issue)/page/year: 55,1427,1990

TYPE OF TEST :: TDLo - Lowest published toxic dose

ROUTE OF EXPOSURE :: Intramuscular

DOSE :: 35 mg/kg

SEX/DURATION :: female 12-18 day(s) after conception

TOXIC EFFECTS :: Reproductive - Effects on Newborn - biochemical and metabolic Biochemical - Enzyme inhibition, induction, or change in blood or tissue levels - other hydrolases

REFERENCE :: LIFSAK Life Sciences. (Pergamon Press Inc., Maxwell House, Fairview Park, Elmsford, NY 10523) V.1-8, 1962-69; V.14- 1974- Volume(issue)/page/year: 48,217,1991

Safety Information

Symbol	GHS06
Signal Word	Danger
Hazard Statements	H301 + H311 + H331-H315-H319-H335
Precautionary Statements	P261-P280-P301 + P310-P305 + P351 + P338-P311
Hazard Codes	T: Toxic;
Risk Phrases	R25;R39/23/24/25
RIDADR	UN 2811
RTECS	UT8358950
Packaging Group	III
Hazard Class	6.1(b)
HS Code	2933399090

Customs

HS Code	2933399090
Summary	2933399090. other compounds containing an unfused pyridine ring (whether or not hydrogenated) in the structure. VAT:17.0%. Tax rebate rate:13.0%. . MFN tariff:6.5%. General tariff:20.0%

Articles21

Effects of neurotoxin 1-methyl-4-phenyl-1,2,3,6-tetrahydropyridine (MPTP) treatment on ovarian development of the sapphire devil, Chrysiptera cyanea.

Fish Physiol. Biochem. 41(1) , 61-71, (2015)

In the neuroendocrine system controlling fish reproduction, dopamine (DA) acts as a gonadotropin inhibitory factor and plays a role in regulating gonadal development of certain species. The present st...

Quantitative activation-induced manganese-enhanced MRI reveals severity of Parkinson's disease in mice.

Sci. Rep. 5 , 12800, (2015)

We demonstrate that activation-induced manganese-enhanced magnetic resonance imaging with quantitative determination of the longitudinal relaxation time (qAIM-MRI) reveals the severity of Parkinson's ...

Increased expression of the dopamine transporter leads to loss of dopamine neurons, oxidative stress and l-DOPA reversible motor deficits.

Neurobiol. Dis. 74 , 66-75, (2015)

The dopamine transporter is a key protein responsible for regulating dopamine homeostasis. Its function is to transport dopamine from the extracellular space into the presynaptic neuron. Studies have ...

Synonyms

MPTP Hydrochloride

1-Methyl-4-phenyl-1,2,3,6-tetrahydropyridine hydrochloride

Pyridine, 1,2,3,6-tetrahydro-1-methyl-4-phenyl-, hydrochloride (1:1)

Pyridine, 1,2,5,6-tetrahydro-1-methyl-4-phenyl-, hydrochloride

1-Methyl-4-phenyl-1,2,3,6-tetrahydropyridineHydrochloride

1-Methyl-4-phenyl-1,2,3,6-tetrahydropyridine hydrochloride (1:1)

1-Methyl-4-phenyl-1,2,5,6-tetrahydropyridine hydrochloride

1-methyl-4-phenyl-3,6-dihydro-2H-pyridine,hydrochloride

1-methyl-4-phenyl-1,2,3,6-tetrahydropyridinium chloride

MPTP (hydrochloride)

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