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5169-78-8

5169-78-8 structure
5169-78-8 structure
  • Name: tipepidine
  • Chemical Name: 3-(dithiophen-2-ylmethylidene)-1-methylpiperidine
  • CAS Number: 5169-78-8
  • Molecular Formula: C15H17NS2
  • Molecular Weight: 275.43200
  • Catalog: API Respiratory medication Antitussive
  • Create Date: 2018-03-18 08:00:00
  • Modify Date: 2024-01-11 12:24:31
  • Tipepidine reversibly inhibits dopamine (DA) D2 receptor-mediated GIRK currents (IDA(GIRK)) with an IC50 of 7.0 μM. Tipepidine subsequently activates VTA dopamine neuron[1]. Tipepidine, a non-narcotic antitussive, exerts an antidepressant-like effect[2].
Name 3-(dithiophen-2-ylmethylidene)-1-methylpiperidine
Synonyms 3-(di-thiophen-2-yl-methylene)-1-methyl-piperidine
Bitiodin
Asverin
(1-Methyl-3-piperidylidene)di(2-thienyl)methane
Tipepidine [INN:DCF]
Tipepidine
3-(Di-[2]thienyl-methylen)-1-methyl-piperidin
Tipepidina [INN-Spanish]
Tipedine
Tipepidinum [INN-Latin]
(1-Methyl-3-piperidyliden)di-2-thienylmethan-embonat
CR/662
AT 327
3-(di-[2]thienyl-methylene)-1-methyl-piperidine
Description Tipepidine reversibly inhibits dopamine (DA) D2 receptor-mediated GIRK currents (IDA(GIRK)) with an IC50 of 7.0 μM. Tipepidine subsequently activates VTA dopamine neuron[1]. Tipepidine, a non-narcotic antitussive, exerts an antidepressant-like effect[2].
Related Catalog
Target

IC50: 7.0 μM (dopamine D2 receptor)[1]

In Vivo Tipepidine (i.p.; 10-40 mg/kg; 0.5-23 hours) significantly decreases the immobility time in the forced swimming test in ACTH-treated rats. Tipepidine (i.p.; 40 mg/kg) increases the extracellular dopamine level of the nucleus accumbens (NAc) in ACTH-treated rats[2]. Animal Model: Male Wistar rats weighting 150-240 g (5-7 weeks old) [2] Dosage: 10, 20 and 40 mg/kg. Administration: I.p.; 0.5, 5, 23 hours. Result: Decreased the immobility time in the forced swimming test in ACTH-treated rats.
References

[1]. Hamasaki R, et al. Tipepidine activates VTA dopamine neuron via inhibiting dopamine D₂ receptor-mediated inward rectifying K⁺ current. Neuroscience. 2013 Nov 12;252:24-34.

[2]. Kawaura K, et al. Tipepidine, a non-narcotic antitussive, exerts an antidepressant-like effect in the forced swimming test in adrenocorticotropic hormone-treated rats. Behav Brain Res. 2016 Apr 1;302:269-78.
Density 1.1947 (rough estimate)
Boiling Point bp4-5 178-184°
Melting Point 64-65°
Molecular Formula C15H17NS2
Molecular Weight 275.43200
Exact Mass 275.08000
PSA 59.72000
LogP 4.27500
Index of Refraction 1.5300 (estimate)

CHEMICAL IDENTIFICATION

RTECS NUMBER :
TM7870000
CHEMICAL NAME :
Piperidine, 3-(di-2-thienylmethylene)-1-methyl-
CAS REGISTRY NUMBER :
5169-78-8
BEILSTEIN REFERENCE NO. :
0212554
LAST UPDATED :
199612
DATA ITEMS CITED :
6
MOLECULAR FORMULA :
C15-H17-N-S2
MOLECULAR WEIGHT :
275.45
WISWESSER LINE NOTATION :
T6N CYTJ A1 CUY- BT5SJ&- BT5SJ

HEALTH HAZARD DATA

ACUTE TOXICITY DATA

TYPE OF TEST :
LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE :
Oral
SPECIES OBSERVED :
Rodent - mouse
DOSE/DURATION :
867 mg/kg
TOXIC EFFECTS :
Details of toxic effects not reported other than lethal dose value
REFERENCE :
85KYAH "Merck Index; an Encyclopedia of Chemicals, Drugs, and Biologicals", 11th ed., Rahway, NJ 07065, Merck & Co., Inc. 1989 Volume(issue)/page/year: 11,1490,1989
TYPE OF TEST :
LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE :
Intraperitoneal
SPECIES OBSERVED :
Rodent - mouse
DOSE/DURATION :
294 mg/kg
TOXIC EFFECTS :
Details of toxic effects not reported other than lethal dose value
REFERENCE :
85KYAH "Merck Index; an Encyclopedia of Chemicals, Drugs, and Biologicals", 11th ed., Rahway, NJ 07065, Merck & Co., Inc. 1989 Volume(issue)/page/year: 11,1490,1989
TYPE OF TEST :
LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE :
Subcutaneous
SPECIES OBSERVED :
Rodent - mouse
DOSE/DURATION :
222 mg/kg
TOXIC EFFECTS :
Brain and Coverings - recordings from specific areas of CNS Behavioral - excitement Lungs, Thorax, or Respiration - other changes
REFERENCE :
CPBTAL Chemical and Pharmaceutical Bulletin. (Japan Pub. Trading Co., USA, 1255 Howard St., San Francisco, CA 94103) V.6- 1958- Volume(issue)/page/year: 7,372,1959
TYPE OF TEST :
LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE :
Intravenous
SPECIES OBSERVED :
Rodent - mouse
DOSE/DURATION :
55 mg/kg
TOXIC EFFECTS :
Details of toxic effects not reported other than lethal dose value
REFERENCE :
PCJOAU Pharmaceutical Chemistry Journal (English Translation). Translation of KHFZAN. (Plenum Pub. Corp., 233 Spring St., New York, NY 10013) No.1- 1967- Volume(issue)/page/year: 10,1482,1976
TYPE OF TEST :
LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE :
Intramuscular
SPECIES OBSERVED :
Rodent - mouse
DOSE/DURATION :
308 mg/kg
TOXIC EFFECTS :
Details of toxic effects not reported other than lethal dose value
REFERENCE :
85KYAH "Merck Index; an Encyclopedia of Chemicals, Drugs, and Biologicals", 11th ed., Rahway, NJ 07065, Merck & Co., Inc. 1989 Volume(issue)/page/year: 11,1490,1989
TYPE OF TEST :
LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE :
Intravenous
SPECIES OBSERVED :
Mammal - dog
DOSE/DURATION :
44 mg/kg
TOXIC EFFECTS :
Behavioral - food intake (animal) Behavioral - muscle weakness Lungs, Thorax, or Respiration - respiratory stimulation
REFERENCE :
CPBTAL Chemical and Pharmaceutical Bulletin. (Japan Pub. Trading Co., USA, 1255 Howard St., San Francisco, CA 94103) V.6- 1958- Volume(issue)/page/year: 7,372,1959
HS Code 2934999090
5166-68-7 structure

5166-68-7

~%

5169-78-8 structure

5169-78-8

Literature: Okumura et al. Ann. Rep. Tanabe pharm. Res.Chem.Abstr., 1958 , vol. 3, # 2 p. 30,32 Ann. Rep. Tanabe pharm. Res.Chem.Abstr., 1959 , p. 10214
1003-09-4 structure

1003-09-4

1690-72-8 structure

1690-72-8

~%

5169-78-8 structure

5169-78-8

Literature: Kawazu; Kanno; Saito; Tamaki Journal of medicinal chemistry, 1972 , vol. 15, # 9 p. 914 - 918
Precursor  3

DownStream  0

HS Code 2934999090
Summary 2934999090. other heterocyclic compounds. VAT:17.0%. Tax rebate rate:13.0%. . MFN tariff:6.5%. General tariff:20.0%

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