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23007-85-4

23007-85-4 structure
23007-85-4 structure
  • Name: 0MPTP hydrochloride
  • Chemical Name: 1-Methyl-4-phenyl-1,2,3,6-tetrahydropyridine Hydrochloride
  • CAS Number: 23007-85-4
  • Molecular Formula: C12H16ClN
  • Molecular Weight: 209.715
  • Catalog: Research Areas Neurological Disease
  • Create Date: 2019-01-25 11:12:03
  • Modify Date: 2024-01-05 11:31:30
  • MPTP hydrochloride is a brain penetrant dopamine neurotoxin, inducing Parkinson’s Disease.
Name 1-Methyl-4-phenyl-1,2,3,6-tetrahydropyridine Hydrochloride
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)
Description MPTP hydrochloride is a brain penetrant dopamine neurotoxin, inducing Parkinson’s Disease.
Related Catalog
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.
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

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
Symbol GHS06
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
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%

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