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Related CAS#:
56775-88-3 56775-84-9
26155-49-7 1185239-75-1

56775-88-3

56775-88-3 structure
56775-88-3 structure
  • Name: Zimeldine
  • Chemical Name: Zimelidine dihydrochloride,(2Z)-3-(4-Bromophenyl)-N,N-dimethyl-3-(3-pyrindinyl)-2-propen-1-amine
  • CAS Number: 56775-88-3
  • Molecular Formula: C16H19BrCl2N2
  • Molecular Weight: 317.224
  • Catalog: Signaling Pathways GPCR/G Protein 5-HT Receptor
  • Create Date: 2018-02-27 08:00:00
  • Modify Date: 2024-01-07 00:33:10
  • Zimelidine is a potent and selective inhibitor of serotonin 5-HT uptake and SERT. Zimelidine is an antidepressant[1][2][3][4].
Name Zimelidine dihydrochloride,(2Z)-3-(4-Bromophenyl)-N,N-dimethyl-3-(3-pyrindinyl)-2-propen-1-amine
Synonyms 2-Propen-1-amine, 3-(4-bromophenyl)-N,N-dimethyl-3-(3-pyridinyl)-, (2Z)-
Normud
cis-H-102/09
cis-H 102/09
Hydrochloride,zimeldine
(2Z)-3-(4-Bromophenyl)-N,N-dimethyl-3-(pyridin-3-yl)prop-2-en-1-amine
H-102/09
Zimeldine
2-Propen-1-amine, 3-(4-bromophenyl)-N,N-dimethyl-3-(3-pyridinyl)-, (Z)-
Zelmid
Zimelidine
(Z)-3-(4-Bromophenyl)-N,N-dimethyl-3-(3-pyridinyl)-2-propen-1-amine
cis-Zimelidine
(2Z)-3-(4-Bromophenyl)-N,N-dimethyl-3-(3-pyridinyl)-2-propen-1-amine
Description Zimelidine is a potent and selective inhibitor of serotonin 5-HT uptake and SERT. Zimelidine is an antidepressant[1][2][3][4].
Related Catalog
In Vivo Zimelidine (15 mg/kg, IP, once) reduces the development of tolerance to morphine-induced antinociception in rats[3]. Zimelidine (5 mg/kg, IP, daily for 14 days) dose not modify the responsiveness of CA3 hippocampal pyramidal neurons to microiontophoreticahy applied 5-HT[2]. Zimelidine (0.2, 2 and 20 nmol/100 nL) in medial amygdaloid nucleus (MeA) evokes dose dependent hypophagic effects in fasted rats[4]. Animal Model: Male Wistar albino rats (160-180 g, n=72)[3] Dosage: 15 mg/kg Administration: IP, once Result: Significantly attenuated the development and expression of morphine tolerance. The maximal antinociceptive effect of Zimelidine was obtained at the 60 minutes measurements in the zimelidine group and at the 30 minutes measurements in the morphine tolerant group by the tail-flick and hot-plate tests. Administration of zimelidine with morphine showed additive analgesic effect. Animal Model: Sprague-Dawley rats (150 to 250 g, Ten, male)[2] Dosage: 5 mg/kg Administration: IP, daily for 14 days Result: Did not modify the responsiveness of CA3 hippocampal pyramidal neurons to microiontophoreticahy applied 5-HT.
References

[1]. Heel RC, et al. Zimelidine: a review of its pharmacological properties and therapeutic efficacy in depressive illness. Drugs. 1982 Sep;24(3):169-206.

[2]. Blier P, et al. Electrophysiological investigations on the effect of repeated zimelidine administration on serotonergic neurotransmission in the rat. J Neurosci. 1983 Jun;3(6):1270-8.

[3]. Ozdemir E, et al. Zimelidine attenuates the development of tolerance to morphine-induced antinociception. Indian J Pharmacol. 2012 Mar;44(2):215-8.

[4]. Scopinho AA, et al. Medial amygdaloid nucleus 5-HT₂c receptors are involved in the hypophagic effect caused by zimelidine in rats. Neuropharmacology. 2012 Aug;63(2):301-9.

Density 1.3±0.1 g/cm3
Boiling Point 412.8±45.0 °C at 760 mmHg
Molecular Formula C16H19BrCl2N2
Molecular Weight 317.224
Flash Point 203.4±28.7 °C
Exact Mass 316.057495
PSA 16.13000
LogP 4.63
Vapour Pressure 0.0±1.0 mmHg at 25°C
Index of Refraction 1.597

CHEMICAL IDENTIFICATION

RTECS NUMBER :
UC6555000
CHEMICAL NAME :
2-Propen-1-amine, 3-(4-bromophenyl)-N,N-dimethyl-3-(3-pyridinyl)-, (Z)-
CAS REGISTRY NUMBER :
56775-88-3
BEILSTEIN REFERENCE NO. :
0479680
LAST UPDATED :
199612
DATA ITEMS CITED :
6
MOLECULAR FORMULA :
C16-H17-Br-N2
MOLECULAR WEIGHT :
317.26
WISWESSER LINE NOTATION :
T6NJ CYR DE&U2N1&1

HEALTH HAZARD DATA

ACUTE TOXICITY DATA

TYPE OF TEST :
TDLo - Lowest published toxic dose
ROUTE OF EXPOSURE :
Oral
SPECIES OBSERVED :
Human - woman
DOSE/DURATION :
56 mg/kg/14D
TOXIC EFFECTS :
Behavioral - muscle weakness Behavioral - headache Gastrointestinal - nausea or vomiting
REFERENCE :
BMJOAE British Medical Journal. (British Medical Assoc., BMA House, Tavistock Sq., London WC1H 9JR, UK) V.1- 1857- Volume(issue)/page/year: 285,1009,1982
TYPE OF TEST :
LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE :
Oral
SPECIES OBSERVED :
Rodent - rat
DOSE/DURATION :
900 mg/kg
TOXIC EFFECTS :
Behavioral - convulsions or effect on seizure threshold Behavioral - antipsychotic
REFERENCE :
DRUGAY Drugs. International Journal of Current Therapeutics and Applied Pharmacology Reviews. (ADIS Press International Inc., Suite B-30, Oxford Ct. Business Center, 582 Middletown Blvd., Langhorne, PA 19047) V.1- 1971- Volume(issue)/page/year: 24,169,1982
TYPE OF TEST :
LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE :
Intravenous
SPECIES OBSERVED :
Rodent - rat
DOSE/DURATION :
50 mg/kg
TOXIC EFFECTS :
Behavioral - convulsions or effect on seizure threshold Behavioral - antipsychotic
REFERENCE :
DRUGAY Drugs. International Journal of Current Therapeutics and Applied Pharmacology Reviews. (ADIS Press International Inc., Suite B-30, Oxford Ct. Business Center, 582 Middletown Blvd., Langhorne, PA 19047) V.1- 1971- Volume(issue)/page/year: 24,169,1982
TYPE OF TEST :
LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE :
Oral
SPECIES OBSERVED :
Rodent - mouse
DOSE/DURATION :
800 mg/kg
TOXIC EFFECTS :
Behavioral - convulsions or effect on seizure threshold Behavioral - antipsychotic
REFERENCE :
DRUGAY Drugs. International Journal of Current Therapeutics and Applied Pharmacology Reviews. (ADIS Press International Inc., Suite B-30, Oxford Ct. Business Center, 582 Middletown Blvd., Langhorne, PA 19047) V.1- 1971- Volume(issue)/page/year: 24,169,1982
TYPE OF TEST :
LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE :
Intravenous
SPECIES OBSERVED :
Rodent - mouse
DOSE/DURATION :
60 mg/kg
TOXIC EFFECTS :
Behavioral - convulsions or effect on seizure threshold Behavioral - antipsychotic
REFERENCE :
DRUGAY Drugs. International Journal of Current Therapeutics and Applied Pharmacology Reviews. (ADIS Press International Inc., Suite B-30, Oxford Ct. Business Center, 582 Middletown Blvd., Langhorne, PA 19047) V.1- 1971- Volume(issue)/page/year: 24,169,1982 ** REPRODUCTIVE DATA **
TYPE OF TEST :
TDLo - Lowest published toxic dose
ROUTE OF EXPOSURE :
Subcutaneous
DOSE :
280 mg/kg
SEX/DURATION :
female 14 day(s) pre-mating
TOXIC EFFECTS :
Reproductive - Maternal Effects - menstrual cycle changes or disorders
REFERENCE :
NEAGDO Neurobiology of Aging. (ANKHO International Inc., POB 426, Fayetteville, NY 13066) V.1- 1980- Volume(issue)/page/year: 7,9,1986
Hazard Codes Xn
Risk Phrases 22
Safety Phrases S36

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