Synonym
Cycloguanil pamoate; Cycloguanil embonate; CI501 Pamoate; CI 501 Pamoate; CI-501 Pamoate; Camolar; Dihydrotriazine pamoate; NSC 77830; NSC77830; NSC-77830
IUPAC/Chemical Name
2-Naphthalenecarboxylic acid, 4,4'-methylenebis(3-hydroxy-, compd. with 1-(4-chlorophenyl)-1,6-dihydro-6,6-dimethyl-1,3,5-triazine-2,4-diamine (1:2)
InChi Key
LUNRMKZYOGNOTR-UHFFFAOYSA-N
InChi Code
InChI=1S/C23H16O6.2C11H14ClN5/c24-20-16(14-7-3-1-5-12(14)9-18(20)22(26)27)11-17-15-8-4-2-6-13(15)10-19(21(17)25)23(28)29;2*1-11(2)16-9(13)15-10(14)17(11)8-5-3-7(12)4-6-8/h1-10,24-25H,11H2,(H,26,27)(H,28,29);2*3-6H,1-2H3,(H4,13,14,15,16)
SMILES Code
O=C(C1=C(O)C(CC2=C3C=CC=CC3=CC(C(O)=O)=C2O)=C4C=CC=CC4=C1)O.NC5=NC(N)=NC(C)(C)N5C6=CC=C(Cl)C=C6.NC7=NC(N)=NC(C)(C)N7C8=CC=C(Cl)C=C8
Purity
>98% (or refer to the Certificate of Analysis)
Shipping Condition
Shipped under ambient temperature as non-hazardous chemical. This product is stable enough for a few weeks during ordinary shipping and time spent in Customs.
Storage Condition
Dry, dark and at 0 - 4 C for short term (days to weeks) or -20 C for long term (months to years).
Solubility
Soluble in DMSO
Shelf Life
>2 years if stored properly
Drug Formulation
This drug may be formulated in DMSO
Stock Solution Storage
0 - 4 C for short term (days to weeks), or -20 C for long term (months).
HS Tariff Code
2934.99.9001
Preparing Stock Solutions
The following data is based on the
product
molecular weight
891.81
Batch specific molecular weights may vary
from batch to batch
due to the degree of hydration, which will
affect the solvent
volumes required to prepare stock solutions.
| Concentration / Solvent Volume / Mass |
1 mg |
5 mg |
10 mg |
| 1 mM |
1.15 mL |
5.76 mL |
11.51 mL |
| 5 mM |
0.23 mL |
1.15 mL |
2.3 mL |
| 10 mM |
0.12 mL |
0.58 mL |
1.15 mL |
| 50 mM |
0.02 mL |
0.12 mL |
0.23 mL |
1: Johnson CM. Cycloguanil pamoate in the treatment of cutaneous leishmaniasis. Initial trials in Panamá. Am J Trop Med Hyg. 1968 Nov;17(6):819-22. doi: 10.4269/ajtmh.1968.17.819. PMID: 5726132.
2: Ardehali M. Treatment of cutaneous leishmaniasis with cycloguanil pamoate. Int J Dermatol. 1974 Jan-Feb;13(1):26-8. doi: 10.1111/j.1365-4362.1974.tb01762.x. PMID: 4813519.
3: Walton BC, Person DA, Ellman MH, Bernstein R. Treatment of American cutaneous leishmaniasis with cycloguanil pamoate. Am J Trop Med Hyg. 1968 Nov;17(6):814-7. doi: 10.4269/ajtmh.1968.17.814. PMID: 4302275.
4: McGregor IA, Williams K, Walker GH, Rahman AK. Cycloguanil pamoate in the treatment and suppression of malaria in the Gambia, West Africa. Br Med J. 1966 Mar 19;1(5489):695-701. doi: 10.1136/bmj.1.5489.695. PMID: 5909480; PMCID: PMC1844242.
5: Schmidt LH, Rossan RN. Activities of respository preparations of cycloguanil pamoate and 4,4'-diacetyldiaminodiphenylsulfone, alone and in combination, against infections with Plasmodium cynomolgi in rhesus monkeys. Antimicrob Agents Chemother. 1984 Nov;26(5):611-42. doi: 10.1128/aac.26.5.611. PMID: 6393864; PMCID: PMC179984.
6: Peña Chavarría A, Kotcher E, Lizano C. Preliminary evaluation of cycloguanil pamoate in dermal leishmaniasis. JAMA. 1965 Dec 6;194(10):1142-4. doi: 10.1001/jama.194.10.1142. PMID: 5897797.
7: Contacos PG, Coatney GR, Lunn JS, Chin W. Resistance to cycloguanil pamoate (CI-501) by falciparum malaria in West Pakistan. Am J Trop Med Hyg. 1965 Nov;14(6):925-6. doi: 10.4269/ajtmh.1965.14.925. PMID: 5320456.
8: Harwin RM. A field trial of the effectiveness of cycloguanil pamoate in Rhodesia. Cent Afr J Med. 1973 Jan;19(1):9-12. PMID: 4576484.
9: Pena Chavarria A, Kotcher E, Lizano C. Treatment of American dermal leishmaniasis with cycloguanil pamoate. Trans R Soc Trop Med Hyg. 1968;62(4):550-5. doi: 10.1016/0035-9203(68)90142-9. PMID: 5671542.
10: Kaump DH, Schardein JL, Fisken RA, Sorenson OJ Jr. Toxicity of the repository antimalarial compound cycloguanil pamoate. Toxicol Appl Pharmacol. 1965 Nov;7(6):781-93. doi: 10.1016/0041-008x(65)90003-7. PMID: 5296229.
