Drug Information

Drug General Information
Drug ID
D0P8RS
Former ID
DAP000634
Drug Name
Proguanil
Synonyms
Bigumal; Chlorguanid; Chlorguanide; Chloriguane; Chloroguanide; Paludrin; Proguanile; Proguanilum; Proguanile [DCIT]; Diguanyl (hydrochloride); Drinupal (hydrochloride); Paludrine (TN); Paludrine (hydrochloride); Palusil (hydrochloride); Proguanil [INN:BAN]; Proguanilum [INN-Latin]; RP-3359; Tirian (hydrochloride); M-4888 (hydrochloride); SN-12837 (hydrochloride); N1-p-Chlorophenyl-N5-isopropylbiguanide; N-(4-Chlorophenyl)-N'-(1-methylethyl)imidodicarbonimidic diamide; N-(4-Chlorophenyl)-N'-(isopropyl)-imidodicarbonimidic diamide; N-(4-chlorophenyl)-N'-(propan-2-yl)imidodicarbonimidic diamide; (1E)-1-[amino-(4-chloroanilino)methylidene]-2-propan-2-ylguanidine; (hydrochloride); 1-(p-Chlorophenyl)-5-isopropylbiguanide; 1-Isopropyl-5-(4-chlorophenyl)biguanide
Drug Type
Small molecular drug
Indication Malaria [ICD10:B54] Approved [536135]
Therapeutic Class
Antimalarials
Company
AstraZeneca
Structure
Download
2D MOL

3D MOL
Formula
C11H16ClN5
Canonical SMILES
CC(C)N=C(N)N=C(N)NC1=CC=C(C=C1)Cl
InChI
1S/C11H16ClN5/c1-7(2)15-10(13)17-11(14)16-9-5-3-8(12)4-6-9/h3-7H,1-2H3,(H5,13,14,15,16,17)
InChIKey
SSOLNOMRVKKSON-UHFFFAOYSA-N
CAS Number
CAS 500-92-5
PubChem Compound ID
6178111
PubChem Substance ID
9833, 603149, 7980396, 11112433, 11341938, 11362121, 11364482, 11367044, 11369606, 11372736, 11374343, 11377768, 11467027, 11468147, 11484765, 11486724, 11487523, 11488951, 11491474, 11492437, 11495402, 14823534, 47736673, 47885583, 47959951, 48035321, 48035322, 48185162, 48415754, 49698968, 49893807, 50100438, 50100439, 57309709, 57365545, 80043130, 85788592, 87246413, 93166734, 96025114, 103462237, 114370477, 134978163, 137004047, 137040200, 137131382, 160964465, 162188072, 175267378, 179039118
SuperDrug ATC ID
P01BB01
SuperDrug CAS ID
cas=000500925
Target and Pathway
Target(s) Dihydrofolate reductase Target Info Inhibitor [538065]
PathWhiz Pathway Folate Metabolism
Pterine Biosynthesis
Reactome E2F mediated regulation of DNA replication
Tetrahydrobiopterin (BH4) synthesis, recycling, salvage and regulation
Metabolism of folate and pterines
G1/S-Specific Transcription
References
Ref 536135Opportunities and challenges in antiparasitic drug discovery. Nat Rev Drug Discov. 2005 Sep;4(9):727-40.
Ref 538065Transformation with human dihydrofolate reductase renders malaria parasites insensitive to WR99210 but does not affect the intrinsic activity of proguanil. Proc Natl Acad Sci U S A. 1997 Sep 30;94(20):10931-6.

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