Promazine

{{Short description|Chemical compound}}

{{cs1 config|name-list-style=vanc}}

{{Distinguish|Bromazine}}

{{Drugbox

| verifiedrevid = 464215585

| IUPAC_name = N,N-dimethyl-3-(10H-phenothiazin-10-yl)-propan-1-amine

| image = Promazine.svg

| image_class = skin-invert-image

| width = 160

| image2 = Promazine3d.png

| image_class2 = bg-transparent

| tradename =

| Drugs.com = {{drugs.com|CONS|promazine}}

| MedlinePlus = a600010

| pregnancy_category =

| legal_AU =

| legal_BR = C1

| legal_BR_comment = {{Cite web |author=Anvisa |author-link=Brazilian Health Regulatory Agency |date=2023-03-31 |title=RDC Nº 784 - Listas de Substâncias Entorpecentes, Psicotrópicas, Precursoras e Outras sob Controle Especial |trans-title=Collegiate Board Resolution No. 784 - Lists of Narcotic, Psychotropic, Precursor, and Other Substances under Special Control|url=https://www.in.gov.br/en/web/dou/-/resolucao-rdc-n-784-de-31-de-marco-de-2023-474904992 |url-status=live |archive-url=https://web.archive.org/web/20230803143925/https://www.in.gov.br/en/web/dou/-/resolucao-rdc-n-784-de-31-de-marco-de-2023-474904992 |archive-date=2023-08-03 |access-date=2023-08-16 |publisher=Diário Oficial da União |language=pt-BR |publication-date=2023-04-04}}

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| class = Typical antipsychotic

| bioavailability =

| protein_bound = 94%

| metabolism =

| elimination_half-life = 20-40 hr

| excretion =

| IUPHAR_ligand = 7281

| CAS_number_Ref = {{cascite|correct|??}}

| CAS_number = 58-40-2

| ATC_prefix = N05

| ATC_suffix = AA03

| ATC_supplemental =

| PubChem = 4926

| DrugBank_Ref = {{drugbankcite|correct|drugbank}}

| DrugBank = DB00420

| ChemSpiderID_Ref = {{chemspidercite|correct|chemspider}}

| ChemSpiderID = 4757

| UNII_Ref = {{fdacite|correct|FDA}}

| UNII = O9M39HTM5W

| KEGG = D08430

| ChEBI_Ref = {{ebicite|correct|EBI}}

| ChEBI = 8459

| ChEMBL_Ref = {{ebicite|correct|EBI}}

| ChEMBL = 564

| C=17 | H=20 | N=2 | S=1

| SMILES = CN(C)CCCN1c2ccccc2Sc3c1cccc3

| StdInChI_Ref = {{stdinchicite|correct|chemspider}}

| StdInChI = 1S/C17H20N2S/c1-18(2)12-7-13-19-14-8-3-5-10-16(14)20-17-11-6-4-9-15(17)19/h3-6,8-11H,7,12-13H2,1-2H3

| StdInChIKey_Ref = {{stdinchicite|correct|chemspider}}

| StdInChIKey = ZGUGWUXLJSTTMA-UHFFFAOYSA-N

}}

Promazine (brand name Sparine among others), is used as a short-term add-on treatment for psychomotor agitation.{{cite book | vauthors = Davis C | title = X Pharm: The Comprehensive Pharmacology Reference | veditors = Enna SJ, Bylund DB |chapter=Promazine |date=2007 |publisher=Elsevier |isbn=978-0-08-055232-3 |pages=1–6 | doi = 10.1016/B978-008055232-3.62472-9 }} Its approved uses in people is limited, but is used as a tranquilizer in veterinary medicine. It has weak antipsychotic effects but is generally not used to treat psychoses.

It acts similar to chlorpromazine and causes sedation. It has predominantly anticholinergic side effects, though extrapyramidal side effects are not uncommon. It belongs to the typical antipsychotic and phenothiazine class of drugs.{{cite book | vauthors = Pagliaro LA, Pagliaro AM | chapter = PPDR: Promazine |title=Psychologist's Neuropsychotropic Desk Reference |date=1999 |publisher=Brunner/Mazel |location=Philadelphia |isbn=978-1-138-00968-4 |page=535 |chapter-url=https://books.google.com/books?id=n2e2aAYnZYkC&pg=PA535}}

Promazine was approved for medical use in the United States in the 1950s, although it is no longer commercially available there.{{cite web |title=Promazine (Primazine, Prozine) | work = Davis's Drug Guide |url=https://www.drugguide.com/ddo/view/Davis-Drug-Guide/109132/all/promazine |access-date=6 August 2021 |language=en}}{{cite web | title = Drugs@FDA: FDA-Approved Drugs | work = New Drug Application (NDA): 010942 Sparine | url = https://www.accessdata.fda.gov/scripts/cder/daf/index.cfm?event=overview.process&ApplNo=010942 | archive-url = https://web.archive.org/web/20170430204918/https://www.accessdata.fda.gov/scripts/cder/daf/index.cfm?event=overview.process&ApplNo=010942 | url-status = dead | archive-date = April 30, 2017 | publisher = U.S. Food and Drug Administration }}

Uses

Promazine is a short-term add-on treatment for psychomotor agitation.{{cite web |title=BNF |url=https://bnf.nice.org.uk/drug/promazine-hydrochloride.html |website=NICE |access-date=4 August 2021}}

Adverse effects

Common side effects include agitation, amenorrhea, arrhythmias, constipation, drowsiness and dizziness, dry mouth, impotence, tiredness, galactorrhoea, gynecomastia, hyperglycemia, insomnia, hypotension, prolonged QT, seizures, tremor, vomiting and weight gain, among others.

=Overdose=

In overdose, it may cause hypotension, hypothermia, tachycardia, and arrhythmia.

Sudden death may occur, although rare.

Other animals

Promazine, given as promazine hydrochloride, is one of the primary tranquilizers used by veterinarians as a pre-anaesthesia injection in horses.{{cite book | vauthors = Hendrickson DA |title=Techniques in Large Animal Surgery |date=2007 |publisher=Blackwell Publishing |isbn=978-0-7817-8255-5 |page=16 |edition=3rd |chapter-url=https://books.google.com/books?id=J4hp2713DJAC&pg=PA16 |language=en |chapter=2. Anaesthesia and fluid therapy}}{{cite web |title=Promazine | work = Equimed - Horse Health Matters |url=https://equimed.com/drugs-and-medications/reference/promazine |access-date=4 August 2021 |archive-url=https://web.archive.org/web/20210804102830/https://equimed.com/drugs-and-medications/reference/promazine |archive-date=4 August 2021 |language=en |date=20 January 2014}} It does not provide analgesia and is not a very strong sedative, hence it is used combined with opioids or α2 adrenoreceptor agonists, such as clonidine, or both.{{cite book | vauthors = Ringer SK, Mama KR | veditors = Auer JA, Stick JA |title=Equine Surgery |date=2019 |publisher=Elsevier |location=St Louis, Missouri |isbn=978-0-323-48420-6 |pages=351–352 |edition=5th |chapter-url=https://books.google.com/books?id=0mRgDwAAQBAJ&pg=PA351 |language=en |chapter=23. Chemical restraint for standing procedures}} It can be used alone when performing a non-painful procedure such as the fitting a horseshoe. Low blood pressure, fast heart rate and paralysis of the penis are side effects. It is also an antiemetic, antispasmodic and hypothermic agent. Additionally it is used to lower blood pressure in animals with laminitis and kidney failure. It is available in the US for veterinary use under the names Promazine and Tranquazine.{{citation needed|date=August 2021}}

Synthesis

References

{{Reflist}}

{{Antipsychotics}}

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{{Tricyclics}}

Category:Dimethylamino compounds

Category:M1 receptor antagonists

Category:M2 receptor antagonists

Category:Phenothiazines

Category:Typical antipsychotics