Drug

D0459 | promethazine

Molecular Formula C17H20N2S
Molecular Weight 284.4
Structure
State solid
Route of elimination Promethazine hydrochloride is metabolized in the liver, with the sulfoxides of promethazine and N-desmethylpromethazine being the predominant metabolites appearing in the urine.
Protein binding 0.93
Half life 16-19 hours
Absorption On average, 88% of a promethazine dose is absorbed after oral administration; however, the absolute bioavailability is only 25% because of first-pass clearance.

D

V

R

V03AB05 Prednisolone and promethazine


[V03AB] Antidotes


[V03A] ALL OTHER THERAPEUTIC PRODUCTS


[V03] ALL OTHER THERAPEUTIC PRODUCTS


[V] Various ATC structures


R06AD52 Promethazine, combinations


[R06AD] Phenothiazine derivatives


[R06A] ANTIHISTAMINES FOR SYSTEMIC USE


[R06] ANTIHISTAMINES FOR SYSTEMIC USE


[R] Respiratory system


R06AD02 Promethazine


[R06AD] Phenothiazine derivatives


[R06A] ANTIHISTAMINES FOR SYSTEMIC USE


[R06] ANTIHISTAMINES FOR SYSTEMIC USE


[R] Respiratory system


D04AA10 Promethazine


[D04AA] Antihistamines for topical use


[D04A] ANTIPRURITICS, INCL. ANTIHISTAMINES, ANESTHETICS, ETC.


[D04] ANTIPRURITICS, INCL. ANTIHISTAMINES, ANESTHETICS, ETC.


[D] Dermatological drugs


Toxicity Dose Time Species Model Method Action Positive criterion Reference
STATE 3 RESPIRATION Negative 22
STATE 4 RESPIRATION increase 22
ELECTRON TRANSPORT CHAIN decrease 35
POTASSIUM RELEASE increase 22

Target Dose Time Species Model Method Action Positive criterion Reference
Quinol--cytochrome-c reductase inhibitor 35
potassium not specified 22

Pictogram Signal Statements Precautionary Statement Codes
Danger

Aggregated GHS information provided by 53 companies from 5 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.


H302 (100%): Harmful if swallowed [Warning Acute toxicity, oral]


H318 (11.32%): Causes serious eye damage [Danger Serious eye damage/eye irritation]


H319 (16.98%): Causes serious eye irritation [Warning Serious eye damage/eye irritation]


H410 (16.98%): Very toxic to aquatic life with long lasting effects [Warning Hazardous to the aquatic environment, long-term hazard]


H411 (11.32%): Toxic to aquatic life with long lasting effects [Hazardous to the aquatic environment, long-term hazard]


Information may vary between notifications depending on impurities, additives, and other factors. The percentage value in parenthesis indicates the notified classification ratio from companies that provide hazard codes. Only hazard codes with percentage values above 10% are shown.


P264, P270, P273, P280, P301+P312, P305+P351+P338, P310, P330, P337+P313, P391, and P501; (The corresponding statement to each P-code can be found at the GHS Classification page.)

Organism Test type Route Dose (normalized dose) Effect Source
guinea pig LD50 intravenous 27mg/kg (27mg/kg) Pharmazie. Vol. 25, Pg. 91, 1970.
mouse LD50 oral 326mg/kg (326mg/kg) Arzneimittel-Forschung. Drug Research. Vol. 7, Pg. 237, 1957.
guinea pig LD50 intraperitoneal 116mg/kg (116mg/kg) Medicina Experimentalis. Vol. 8, Pg. 237, 1963.
mouse LD50 intraperitoneal 124mg/kg (124mg/kg) behavioral: convulsions or effect on seizure threshold Journal of Pharmacology and Experimental Therapeutics. Vol. 108, Pg. 201, 1953.
mouse LD50 intravenous 40mg/kg (40mg/kg) Toxicology and Applied Pharmacology. Vol. 18, Pg. 185, 1971.
mouse LD50 intramuscular 175mg/kg (175mg/kg) Toxicology and Applied Pharmacology. Vol. 18, Pg. 185, 1971.
child TDLo skin 13mg/kg (13mg/kg) Canadian Medical Association Journal. Vol. 130, Pg. 1460, 1984.
dog LDLo oral 500mg/kg (500mg/kg) Kiso to Rinsho. Clinical Report. Vol. 4, Pg. 1772, 1970.
rat LD50 subcutaneous 700mg/kg (700mg/kg) Comptes Rendus des Seances de la Societe de Biologie et de Ses Filiales. Vol. 144, Pg. 887, 1950.
guinea pig LD50 oral 640mg/kg (640mg/kg) Pharmazie. Vol. 25, Pg. 91, 1970.
mouse LD50 subcutaneous 225mg/kg (225mg/kg) Produits Pharmaceutiques. Vol. 2, Pg. 53, 1947.
rat LD50 intravenous 45mg/kg (45mg/kg) Archives Internationales de Pharmacodynamie et de Therapie. Vol. 120, Pg. 450, 1959.
man TDLo intravenous 2857ug/kg/C (2.857mg/kg) behavioral: coma Annals of Emergency Medicine. Vol. 24, Pg. 979, 1994.
rat LD50 intramuscular 169mg/kg (169mg/kg) Toxicology and Applied Pharmacology. Vol. 18, Pg. 185, 1971.
rat LDLo intraperitoneal 140mg/kg (140mg/kg) Toxicology and Applied Pharmacology. Vol. 1, Pg. 156, 1959.
guinea pig LD50 subcutaneous 520mg/kg (520mg/kg) Pharmazie. Vol. 25, Pg. 91, 1970.
rabbit LD50 intravenous 19mg/kg (19mg/kg) Archives Internationales de Pharmacodynamie et de Therapie. Vol. 120, Pg. 450, 1959.
rabbit LD50 oral 580mg/kg (580mg/kg) Pharmazie. Vol. 25, Pg. 91, 1970.
cat LDLo oral 250mg/kg (250mg/kg) Kiso to Rinsho. Clinical Report. Vol. 4, Pg. 1772, 1970.


  • (.+/-.)-Promethazine (2-Dimethylamino-2-methyl)ethyl-N-dibenzoparathiazine (Dimethylamino-2-propyl-10-phenothiazine hydrochloride
    10-(2-(Dimethylamino)-2-methylethyl)phenothiazine 10-(2-(Dimethylamino)propyl)phenothiazine 10-(2-Dimethylaminopropyl)phenothiazine
    10-[2-(Dimethylamino)propyl]phenothiazine 10H-Phenothiazine-10-ethanamine, N,N,.alpha.-trimethyl- 10H-Phenothiazine-10-ethanamine, N,N,alpha-trimethyl-
    10H-Phenothiazine-10-ethanamine, N,N,alpha-trimethyl- (9CI) 10H-Phenothiazine-10-ethanamine, N,N,alpha-trimethyl-, radical ion(1+) 10H-Phenothiazine-10-ethanamine,N,.alpha.-trimethyl-
    10H-Phenothiazine-10-ethanamine,N,N,b-trimethyl- 3277 RP 3389 R.p.
    38878-40-9 4-27-00-01253 (Beilstein Handbook Reference) 4182 R.p.
    60-87-7 A-91033 AB00053535
    AB00053535-12 AB00053535_13 AC-15939
    AKOS015962127 Antiallersin Aprobit
    Atosil Avomine BDBM50017696
    BPBio1_000744 BRN 0088554 BSPBio_000676
    BSPBio_002777 C07404 CAS-60-87-7
    CCG-109848 CCRIS 7056 CHEBI:8461
    CHEMBL643 CTK1C4979 Camergan
    D00494 DB01069 DSSTox_CID_3518
    DSSTox_GSID_23518 DSSTox_RID_77061 DTXSID7023518
    Dimapp Dimethylamino-isopropyl-phenthiazin Dimethylamino-isopropyl-phenthiazin [German]
    Diphergan Diprazine Diprozin
    DivK1c_000005 EINECS 200-489-2 EX-A891
    FF28EJQ494 FT-0700342 Fargan
    Fenazil Fenetazina Fenetazine
    GTPL7282 HMS2089E08 HSDB 3173
    Hiberna Histargan IDI1_000005
    Iergigan InChI=1/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; Isophenergan
    J-690333 KBio1_000005 KBio2_001348
    KBio2_003916 KBio2_006484 KBio3_001997
    KBioGR_001697 KBioSS_001348 L000495
    LS-264 Lercigan Lilly 01516
    Lilly 1516 Lopac0_000899 MCULE-8146430046
    Metaryl N,N,alpha-Trimethyl-10H-phenothiazine-10-ethanamine N,N-DIMETHYL-1-PHENOTHIAZIN-10-YL-PROPAN-2-AMINE
    N,N-Dimethyl-1-(10H-phenothiazin-10-yl)-2-propanamine N,N-Dimethyl-1-(10H-phenothiazin-10-yl)-2-propanamine # N,N-dimethyl-1-(10H-phenothiazin-10-yl)propan-2-amine
    N,N-dimethyl-1-phenothiazin-10-ylpropan-2-amine N,N-dimethyl-1-phenothiazin-10-ylpropan-2-amine hydrochloride N-(2'-Dimethylamino-2'-methyl)ethylphenothiazine
    N-Dimethylamino-2-methylethyl thiodiphenylamine NCGC00015817-03 NCGC00015817-04
    NCGC00015817-05 NCGC00015817-06 NCGC00015817-08
    NCGC00015817-09 NCGC00015817-10 NCGC00015817-11
    NCGC00015817-12 NCGC00015817-14 NCGC00089735-02
    NCGC00089735-03 NCI-C60673 NCI60_001878
    NINDS_000005 NSC 30321 NSC-30321
    NSC30321 Oprea1_758749 PROMETHAZINE (SEE ALSO PROMETHAZINE HYDROCHLORIDE 58-33-3)
    PWWVAXIEGOYWEE-UHFFFAOYSA- PWWVAXIEGOYWEE-UHFFFAOYSA-N Pelpica
    Phargan Phenargan Phenergan base
    Phenerzine Phenoject-50 Phenothiazine, 10-(2-dimethylaminopropyl)-
    Phenothiazine, 10-[2-(dimethylamino)propyl]- Phensedyl Pilothia
    Pilpophen Pipolphen (Salt/Mix) Pipolphene
    Prestwick0_000888 Prestwick1_000888 Prestwick2_000888
    Prestwick3_000888 Pro-50 Proazaimine
    Proazamine Procit Promacot
    Promazinamide Promergan Promesan
    Prometasin Prometazin Prometazina
    Prometazina [INN-Spanish] Prometazine Prometh
    Promethacon Promethazin Promethazine (JAN/INN)
    Promethazine [INN:BAN] PromethazineHcl Promethazinum
    Promethazinum [INN-Latin] Promethegan Promethiazine
    Promezathine Prorex Protazine
    Prothazin Prothazine Provigan
    Pyrethia Pyrethia (Salt/Mix) Pyrethiazine
    Q422970 RP 3277 RP-3277
    Remsed (Salt/Mix) Rumergan SBI-0050874.P004
    SCHEMBL4700 SKF 1498 SPBio_000799
    SPBio_002895 SR-01000002993 SR-01000002993-10
    Sominex Spectrum2_000840 Spectrum3_001019
    Spectrum4_001149 Spectrum5_000977 Spectrum_000868
    Tanidil Thiergan Tox21_110227
    Tox21_110227_1 UNII-FF28EJQ494 Valergine
    Vallergine WLN: T C666 BN ISJ B1Y1&N1&1 WY 509
    dimethyl[1-(10H-phenothiazin-10-yl)propan-2-yl]amine promethazine

    DrugBank Name promethazine
    DrugBank DB01069
    CAS Number 17693-51-5, 303-14-0, 38878-40-9, 58-33-3, 60-87-7, 73745-50-3
    PubChem Compound 4927
    KEGG Compound ID C07404
    KEGG Drug D00494
    ChEBI 8461
    PharmGKB PA451128