Basic information
- CAS
152-53-4- Standard SMILES
CC1(C)N=C(N)N=C(N)N1c1ccc(Cl)cc1.Cl- InChIKey
MOUAPRKJJUXEIE-UHFFFAOYSA-N- Molecular formula
- C11H15Cl2N5
- Average molar mass
- 288.17 g/mol
- Monoisotopic mass
- 287.0704509
Overview
Cycloguanil hydrochloride is the hydrochloride salt of cycloguanil. It is a hydrochloride and an organic molecular entity. It contains a cycloguanil.
Names & identifiers
- Preferred name
- Cycloguanil hydrochloride
- IUPAC
- 1-(4-chlorophenyl)-6,6-dimethyl-1,3,5-triazine-2,4-diamine;hydrochloride
- English name
- Cycloguanil Hydrochloride
- Molecular formula
- C11H14ClN5.ClH
- Molecular weight
- 288.181
Names & synonyms
CYCLOGUANIL HYDROCHLORIDE152-53-4Cycloguanil HClChloroguanide triazine hydrochlorideDTXSID7049053NSC-30745C8E0L7498CHEBI:797721-(4-Chlorophenyl)-1,6-dihydro-6,6-dimethyl-1,3,5-triazine-2,4-diamine monohydrochlorideDTXCID80289791,3,5-Triazine-2,4-diamine, 1-(4-chlorophenyl)-1,6-dihydro-6,6-dimethyl-, monohydrochlorides-Triazine, 4,6-diamino-1-(p-chlorophenyl)-1,2-dihydro-2,2-dimethyl-, monohydrochloride
Show more names
uaniLoguaniLNSC 3074-d4ChloroprimidineChloroguanide TriazineCycloguanil-d4 HydrochlorideCycloguanidine hydrochloride
BN-24101,3,5-TRIAZINE-2,4-DIAMINE, 1-(4-CHLOROPHENYL)-1,6-DIHYDRO-6,6-DIMETHYL-, HYDROCHLORIDE (1:1)RefChem:5803121-(4-chlorophenyl)-6,6-dimethyl-1,6-dihydro-1,3,5-triazine-2,4-diamine hydrochlorideChlorcycloguanilMFCD00035308NSC 3074BN 2410
Properties
Computed structural properties
- Topological polar surface area
- 80 Ų
- Hydrogen bond donors
- 3
- Hydrogen bond acceptors
- 1
- Rotatable bonds
- 1
- Heavy atoms
- 18
- Formal charge
- 0
- Complexity
- 355
Physicochemical properties
- Melting point
- 210 · 210-2150C
- storage temp.
- -20 °C · Keep in dark place,Inert atmosphere,Store in freezer, under -20°C
- solubility
- DMSO (Slightly, Sonicated), Methanol (Slightly), Water (Slightly)
- form
- Solid
- color
- White to Off-White
- EWG's Food Scores
- 1 · 1
- FDA UNII
- 5 C8E0L7498 · 5C8E0L7498
- Symbol(GHS)
- 7 · GHS07
- Signal word
- Warning
- Hazard statements
- 319 · H319
- Precautionary statements
- 264 · P264-P280-P305+P351+P338-P337+P313P
Safety & regulation
Safety information is for reference only and does not replace the supplier’s Safety Data Sheet (SDS), applicable regulations, or professional assessment.
GHS classification
GHS Classification
Warning
H319 (100%): Causes serious eye irritation [Warning Serious eye damage/eye irritation]
P264+P265, P280, P305+P351+P338, and P337+P317 (click each P-code to see the statement)
Aggregated GHS information provided per 41 reports by companies from 3 notifications to the ECHA C&L Inventory.
Hazard information
Hazard Classes and CategoriesEye Irrit. 2 (100%)
Safety data
- Signal word
- Warning
- Symbol(GHS)
- GHS07
- Hazard statements
- H319
- Precautionary statements
- P264-P280-P305+P351+P338-P337+P313P
Chemistry & industry
Pharmacology
MeSH Pharmacological Classification
Agents used in the treatment of malaria. They are usually classified on the basis of their action against plasmodia at different stages in their life cycle in the human. (From AMA, Drug Evaluations Annual, 1992, p1585)
Inhibitors of the enzyme, dihydrofolate reductase (TETRAHYDROFOLATE DEHYDROGENASE), which converts dihydrofolate (FH2) to tetrahydrofolate (FH4). They are frequently used in cancer chemotherapy. (From AMA, Drug Evaluations Annual, 1994, p2033)
Applications
DescriptionCycloguanil is the active metabolite of the antimalarial prodrug proguanil. Cycloguanil is formed from proguanil by the cytochrome P450 (CYP) isoforms CYP2C19 and CYP3A in human liver microsomes. It is an inhibitor of dihydrofolate reductase (DHFR; Kis = 1.5 and 0.79 nM for the P. falciparum and P. berghei enzymes, respectively). It is active against ten P. falciparum field isolates (IC50s = 0.12-1,400 μg/ml). Cycloguanil reduces parasitemia in a mouse model of P. berghei infection (ED50 = 2 mg/kg). It also reduces parasitemia in a rhesus monkey model of P. cynomolgi infection when administered at a dose of 0.3 mg/kg.
UsesLabelled antimalarial drug
UsesAntimalarial drug.
Suppliers51 total
艾吉析科技（上海）有限公司17717235263 · [email protected]
杭州品高化工有限公司0571-87658025 · [email protected]
上海遐瑞医药科技有限公司+86-021-61551413 · [email protected]
广东云星生物技术有限公司0751-18902340975/189023400307 18902340307 · [email protected]
Related reactions
0 records
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Compound notes
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