CAS 5002-47-1|Fluphenazine decanoate
| Common Name | Fluphenazine decanoate | ||
|---|---|---|---|
| CAS Number | 5002-47-1 | Molecular Weight | 591.77100 |
| Density | 1.149 g/cm3 | Boiling Point | 658.1ºCat 760 mmHg |
| Molecular Formula | C32H44F3N3O2S | Melting Point | 30-32° |
| MSDS | / | Flash Point | 351.8ºC |
Names
| Name | 2-[4-[3-[2-(trifluoromethyl)phenothiazin-10-yl]propyl]piperazin-1-yl]ethyl decanoate |
|---|---|
| Synonym | More Synonyms |
Fluphenazine decanoate BiologicalActivity
| Description | Fluphenazine decanoate is a long-acting phenothiazine neuroleptic that used to treat schizophrenia. Fluphenazine decanoate is also a high and continuous dopamine D2 receptor blocker[1][2][3]. |
|---|---|
| Related Catalog | Signaling Pathways >>GPCR/G Protein >>Dopamine ReceptorSignaling Pathways >>Neuronal Signaling >>Dopamine ReceptorResearch Areas >>Neurological Disease |
| Target | Dopamine D2 receptor[2] |
| In Vivo | Six female Persian onagers (Equus hemionus onager) are treated with Fluphenazine decanoate (0.1 mg/kg IM) or saline control. Urinary cortisol, progesterone, estrogen metabolites and behavior are monitored, and follicular dynamics are examined using ultrasonography until ovulation. Onagers demonstrate significantly lower cortisol concentrations when treated with Fluphenazine decanoate (6.61 ng/mg creatinine) compared to saline (9.73 ng/mg creatinine). There are no differences in peak estrogen or progesterone concentrations between the two groups, and all animals ovulate within the expected time frame following Fluphenazine decanoate treatment. However, some onagers exhibit only minor reductions in cortisol secretion and one treated female demonstrates a suppressed luteal progesterone peak, indicating a possible reproductive cost to Fluphenazine decanoate administration[1]. |
| References | [1]. Wagman JD, et al. The effect of fluphenazine decanoate on glucocorticoid production, reproductive cyclicity, and the behavioral stress response in the Persian onager (Equus hemionus onager). Zoo Biol. 2015 Nov;34(6):525-34. [2]. Uchida H, et al. Dose and dosing frequency of long-acting injectable antipsychotics: a systematic review of PET and SPECT data and clinical implications. J Clin Psychopharmacol. 2014 Dec;34(6):728-35. [3]. Weiss RB, et al. Long-acting neuroleptic use for reproductive management of non-domestic ungulates using the domestic goat (Capra hircus) as a model. Zoo Biol. 2014 May-Jun;33(3):204-11. |
Chemical & Physical Properties
| Density | 1.149 g/cm3 |
|---|---|
| Boiling Point | 658.1ºCat 760 mmHg |
| Melting Point | 30-32° |
| Molecular Formula | C32H44F3N3O2S |
| Molecular Weight | 591.77100 |
| Flash Point | 351.8ºC |
| Exact Mass | 591.31100 |
| PSA | 61.32000 |
| LogP | 7.94050 |
| Index of Refraction | 1.537 |
| InChIKey | VIQCGTZFEYDQMR-UHFFFAOYSA-N |
| SMILES | CCCCCCCCCC(=O)OCCN1CCN(CCCN2c3ccccc3Sc3ccc(C(F)(F)F)cc32)CC1 |
| Storage condition | 2-8℃ |
| Water Solubility | Practically insoluble in water, very soluble in ethanol and in methylene chloride, freely soluble in methanol. |
Toxicological Information
CHEMICAL IDENTIFICATION |
ACUTE TOXICITY DATA - TYPE OF TEST :
- TDLo - Lowest published toxic dose
- ROUTE OF EXPOSURE :
- Intramuscular
- SPECIES OBSERVED :
- Human - man
- DOSE/DURATION :
- 46 mg/kg/5Y-I
- TOXIC EFFECTS :
- Behavioral - muscle contraction or spasticity
- TYPE OF TEST :
- TDLo - Lowest published toxic dose
- ROUTE OF EXPOSURE :
- Intramuscular
- SPECIES OBSERVED :
- Human
- DOSE/DURATION :
- 179 ug/kg
- TOXIC EFFECTS :
- Behavioral - antipsychotic
- TYPE OF TEST :
- TDLo - Lowest published toxic dose
- ROUTE OF EXPOSURE :
- Intramuscular
- SPECIES OBSERVED :
- Human - woman
- DOSE/DURATION :
- 21 mg/kg/6D-I
- TOXIC EFFECTS :
- Cardiac - pulse rate Gastrointestinal - changes in structure or function of salivary glands Nutritional and Gross Metabolic - body temperature decrease
- TYPE OF TEST :
- TDLo - Lowest published toxic dose
- ROUTE OF EXPOSURE :
- Intramuscular
- SPECIES OBSERVED :
- Human - man
- DOSE/DURATION :
- 1071 ug/kg/12D-I
- TOXIC EFFECTS :
- Behavioral - ataxia Lungs, Thorax, or Respiration - dyspnea Skin and Appendages - sweating
- TYPE OF TEST :
- LD50 - Lethal dose, 50 percent kill
- ROUTE OF EXPOSURE :
- Oral
- SPECIES OBSERVED :
- Rodent - rat
- DOSE/DURATION :
- 19 mg/kg
- TOXIC EFFECTS :
- Sense Organs and Special Senses (Eye) - effect, not otherwise specified Lungs, Thorax, or Respiration - respiratory depression Nutritional and Gross Metabolic - body temperature decrease
- TYPE OF TEST :
- LD50 - Lethal dose, 50 percent kill
- ROUTE OF EXPOSURE :
- Intramuscular
- SPECIES OBSERVED :
- Rodent - rat
- DOSE/DURATION :
- 576 mg/kg
- TOXIC EFFECTS :
- Sense Organs and Special Senses (Eye) - effect, not otherwise specified Behavioral - altered sleep time (including change in righting reflex) Skin and Appendages - hair
- TYPE OF TEST :
- LD50 - Lethal dose, 50 percent kill
- ROUTE OF EXPOSURE :
- Intramuscular
- SPECIES OBSERVED :
- Rodent - mouse
- DOSE/DURATION :
- 60 mg/kg
- TOXIC EFFECTS :
- Sense Organs and Special Senses (Eye) - effect, not otherwise specified Behavioral - altered sleep time (including change in righting reflex) Skin and Appendages - hair
- TYPE OF TEST :
- TDLo - Lowest published toxic dose
- ROUTE OF EXPOSURE :
- Intramuscular
- SPECIES OBSERVED :
- Rodent - rat
- DOSE/DURATION :
- 46 mg/kg/52W-I
- TOXIC EFFECTS :
- Liver - changes in liver weight Kidney, Ureter, Bladder - other changes in urine composition Nutritional and Gross Metabolic - weight loss or decreased weight gain
- TYPE OF TEST :
- TDLo - Lowest published toxic dose
- ROUTE OF EXPOSURE :
- Intramuscular
- SPECIES OBSERVED :
- Mammal - dog
- DOSE/DURATION :
- 82 mg/kg/52W-I
- TOXIC EFFECTS :
- Blood - normocytic anemia Blood - changes in bone marrow (not otherwise specified) Related to Chronic Data - changes in prostate weight
- TYPE OF TEST :
- TDLo - Lowest published toxic dose
- ROUTE OF EXPOSURE :
- Intramuscular
- DOSE :
- 230 mg/kg
- SEX/DURATION :
- male 4 week(s) pre-mating female 2 week(s) pre-mating female 1-7 day(s) after conception
- TOXIC EFFECTS :
- Reproductive - Maternal Effects - menstrual cycle changes or disorders
- TYPE OF TEST :
- TDLo - Lowest published toxic dose
- ROUTE OF EXPOSURE :
- Intramuscular
- DOSE :
- 5 mg/kg
- SEX/DURATION :
- female 17 day(s) after conception
- TOXIC EFFECTS :
- Reproductive - Effects on Newborn - stillbirth Reproductive - Effects on Newborn - viability index (e.g., # alive at day 4 per # born alive) Reproductive - Effects on Newborn - weaning or lactation index (e.g., # alive at weaning per # alive at day 4)
- TYPE OF TEST :
- TDLo - Lowest published toxic dose
- ROUTE OF EXPOSURE :
- Intramuscular
- DOSE :
- 25 mg/kg
- SEX/DURATION :
- female 17 day(s) after conception
- TOXIC EFFECTS :
- Reproductive - Fertility - pre-implantation mortality (e.g. reduction in number of implants per female; total number of implants per corpora lutea) Reproductive - Effects on Newborn - growth statistics (e.g.%, reduced weight gain) Reproductive - Effects on Newborn - delayed effects
- TYPE OF TEST :
- TDLo - Lowest published toxic dose
- ROUTE OF EXPOSURE :
- Intramuscular
- DOSE :
- 5 mg/kg
- SEX/DURATION :
- female 7 day(s) after conception
- TOXIC EFFECTS :
- Reproductive - Effects on Newborn - sex ratio
MUTATION DATA - TEST SYSTEM :
- Rodent - rat
- DOSE/DURATION :
- 20 mg/kg/12W (Intermittent)
- REFERENCE :
- MUREAV Mutation Research. (Elsevier Science Pub. B.V., POB 211, 1000 AE Amsterdam, Netherlands) V.1- 1964- Volume(issue)/page/year: 244,331,1990 *** REVIEWS *** TOXICOLOGY REVIEW ABPYBL Advances in Biochemical Psychopharmacology. (Raven Press, 1185 Ave. of the Americas, New York, NY 10036) V.1- 1969- Volume(issue)/page/year: 9,301,1974 *** NIOSH STANDARDS DEVELOPMENT AND SURVEILLANCE DATA *** NIOSH OCCUPATIONAL EXPOSURE SURVEY DATA : NOES - National Occupational Exposure Survey (1983) NOES Hazard Code - X5576 No. of Facilities: 16 (estimated) No. of Industries: 1 No. of Occupations: 2 No. of Employees: 794 (estimated) No. of Female Employees: 419 (estimated)
- TEST SYSTEM :
- Rodent - rat
- DOSE/DURATION :
- 20 mg/kg/12W (Intermittent)
- REFERENCE :
- MUREAV Mutation Research. (Elsevier Science Pub. B.V., POB 211, 1000 AE Amsterdam, Netherlands) V.1- 1964- Volume(issue)/page/year: 244,331,1990 *** REVIEWS *** TOXICOLOGY REVIEW ABPYBL Advances in Biochemical Psychopharmacology. (Raven Press, 1185 Ave. of the Americas, New York, NY 10036) V.1- 1969- Volume(issue)/page/year: 9,301,1974 *** NIOSH STANDARDS DEVELOPMENT AND SURVEILLANCE DATA *** NIOSH OCCUPATIONAL EXPOSURE SURVEY DATA : NOES - National Occupational Exposure Survey (1983) NOES Hazard Code - X5576 No. of Facilities: 16 (estimated) No. of Industries: 1 No. of Occupations: 2 No. of Employees: 794 (estimated) No. of Female Employees: 419 (estimated)
Safety Information
| Hazard Codes | Xn |
|---|---|
| RIDADR | UN 3249 |
| RTECS | HE0525000 |
| Packaging Group | II |
| Hazard Class | 6.1(a) |
| HS Code | 3003909090 |
Customs
| HS Code | 3003909090 |
|---|
Articles26
More Articles| Adherence challenges and long-acting injectable antipsychotic treatment in patients with schizophrenia. J. Psychosoc. Nurs. Ment. Health Serv. 51(3) , 13-8, (2013) Medication nonadherence has been associated with persistence of psychotic symptoms, relapse, and hospitalization in patients with schizophrenia. Patients with untreated psychosis are significantly les... | |
| Ten year outcomes of outpatients with schizophrenia on conventional depot antipsychotics: a systematic chart review. Int. Clin. Psychopharmacol. 28(5) , 261-6, (2013) Long-term follow-up data of patients with schizophrenia on depot antipsychotics have been few and the longest follow-up period has been up to 7 years. We carried out a systematic chart review to exami... | |
| Differing effects of antipsychotic medications on substance abuse treatment patients with co-occurring psychotic and substance abuse disorders. Am. J. Addict. 15(2) , 166-73, (2006) This retrospective study of patients treated in a ninety-day, inpatient, dual-diagnosis treatment program examined antipsychotic effectiveness in this population using length of stay in treatment and ... |
Synonyms
| Fluphenazine depot |
| 1-decanoyloxy-2-{4-[3-(2-trifluoromethyl-phenothiazin-10-yl)-propyl]-piperazin-1-yl}-ethane |
| Modecate |
| Fluphenaline decanoate |
| Fluphenazindecanoat |
| Moditen-depo |
| Fluorophenazine decanoate |
| Dapotum D |
| Fluphenazine decanoate |
| fluphenazine O-decanoate |
| Flufenazine decanoate |
| Fluphenazindecanat |
| Moditen depot |
