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Promethazine

CAT: 0804-HY-B1296-01Size: 5 mgDry Ice: NoHazardous: No
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CAT#:0804-HY-B1296-01Size:5 mg
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Description
Promethazine is an orally active histamine receptor antagonist[1]. Promethazine is first-generation antihistamine of the phenothiazine family, shows strong sedative and weak antipsychotic effects[1][2][3][4].
CAS Number
60-87-7
Product Name Alternative
(±) -Promethazine
UNSPSC
12352005
Hazard Statement
H302, H315, H319, H335
Target
Histamine Receptor
Type
Reference compound
Related Pathways
GPCR/G Protein; Immunology/Inflammation; Neuronal Signaling
Applications
Metabolism-protein/nucleotide metabolism
Field of Research
Endocrinology; Neurological Disease
Assay Protocol
https://www.medchemexpress.com/promethazine.html
Concentration
10mM
Purity
99.67
Solubility
DMSO : 100 mg/mL (ultrasonic)
Smiles
CC(N(C)C)CN1C2=C(C=CC=C2)SC3=CC=CC=C31
Molecular Formula
C17H20N2S
Molecular Weight
284.42
Precautions
H302, H315, H319, H335
References & Citations
[1]Burt DR, et al. Antischizophrenic drugs: chronic treatment elevates dopamine receptor binding in brain. Science. 1977 Apr 15;196 (4287) :326-8.|[2]Strenkoski-Nix LC, et al. Pharmacokinetics of promethazine hydrochloride after administration of rectal suppositories and oral syrup to healthy subjects. Am J Health Syst Pharm. 2000 Aug 15;57 (16) :1499-505.|[3]Fiorella D, et al. The role of the 5-HT2A and 5-HT2C receptors in the stimulus effects of hallucinogenic drugs. I: Antagonist correlation analysis. Psychopharmacology (Berl) . 1995 Oct;121 (3) :347-56.|[4]Seeman P, et al. Dopamine D2 receptor binding sites for agonists. A tetrahedral model. Mol Pharmacol. 1985 Nov;28 (5) :391-9.|[5]Xinyue Tan, et al. Promethazine inhibits proliferation and promotes apoptosis in colorectal cancer cells by suppressing the PI3K/AKT pathway. Biomed Pharmacother. 2021 Nov;143:112174.|[6]Niloofar Amidi, et al. A Behavioral Study of Promethazine Interaction with Analgesic Effect of Diclofenac: Pain Combination Therapy. J Pharmacopuncture. 2020 Mar 31;23 (1) :18-24.
Shipping Conditions
Blue Ice
Storage Conditions
-20°C, 3 years (Powder)
Scientific Category
Reference compound1
Clinical Information
Launched

Chemical Information

Promethazine

Promethazine is a tertiary amine that is a substituted phenothiazine in which the ring nitrogen at position 10 is attached to C-3 of an N,N-dimethylpropan-2-amine moiety. It has a role as an anticoronaviral agent, a sedative, a local anaesthetic, a H1-receptor antagonist, an anti-allergic agent, an antiemetic and an antipruritic drug. It is a tertiary amine and a member of phenothiazines. It is a conjugate base of a promethazine(1+).

CAS Number60-87-7
PubChem CID4927
IUPAC NameN,N-dimethyl-1-phenothiazin-10-ylpropan-2-amine
Molecular FormulaC17H20N2S
Molecular Weight284.4
XLogP4.8
Topological Polar Surface Area31.8
Hydrogen Bond Donor Count0
Hydrogen Bond Acceptor Count3
Rotatable Bond Count3
Heavy Atom Count20
Formal Charge0
Complexity298
SMILES
CC(CN1C2=CC=CC=C2SC3=CC=CC=C31)N(C)C
InChI
InChI=1S/C17H20N2S/c1-13(18(2)3)12-19-14-8-4-6-10-16(14)20-17-11-7-5-9-15(17)19/h4-11,13H,12H2,1-3H3
InChIKey
PWWVAXIEGOYWEE-UHFFFAOYSA-N
Chemical Structure
2D Structure
2D structure of Promethazine
CAS: 60-87-7
CID: 4927
Formula: C17H20N2S
MW: 284.4
Interactive 3D Structure
Loading 3D structure...
View on PubChemRaw 3D data
Computed Properties
PropertyValue
Molecular Weight284.4
XLogP34.8
Hydrogen Bond Donor Count0
Hydrogen Bond Acceptor Count3
Rotatable Bond Count3
Exact Mass284.13471982
Monoisotopic Mass284.13471982
Topological Polar Surface Area31.8 Ų
Heavy Atom Count20
Formal Charge0
Complexity298
Isotope Atom Count0
Defined Atom Stereocenter Count0
Undefined Atom Stereocenter Count1
Defined Bond Stereocenter Count0
Undefined Bond Stereocenter Count0
Covalently-Bonded Unit Count1
Compound Is CanonicalizedYes

Alternative Products

CatalogName
FP35119Promethazine
MBS3840267-01Promethazine HCl
RM-P132610-01Promethazine Sulfone
MBS6096604-01Promethazine Hydrochloride
MBS5789786Promethazine hibenzate

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