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MedKoo Cat#: 461656 | Name: Amocarzine

Description:

WARNING: This product is for research use only, not for human or veterinary use.

Amocarzine is an antifilarial antihelminthic drug that is derived from amoscanate.

Chemical Structure

Amocarzine
Amocarzine
CAS#36590-19-9

Theoretical Analysis

MedKoo Cat#: 461656

Name: Amocarzine

CAS#: 36590-19-9

Chemical Formula: C18H21N5O2S

Exact Mass: 371.1416

Molecular Weight: 371.45

Elemental Analysis: C, 58.20; H, 5.70; N, 18.85; O, 8.61; S, 8.63

Price and Availability

This product is currently not in stock but may be available through custom synthesis. To ensure cost efficiency, the minimum order quantity is 1 gram. The estimated lead time is 2 to 4 months, with pricing dependent on the complexity of the synthesis (typically high for intricate chemistries). Quotes for quantities below 1 gram will not be provided. To request a quote, please click the button below. Note: If this product becomes available in stock in the future, pricing will be listed accordingly.
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Related CAS #
No Data
Synonym
Amocarzine; Phenthiourezine; Amocarzinum; S 80016; S-80016; S80016;
IUPAC/Chemical Name
4-methyl-N-(4-((4-nitrophenyl)amino)phenyl)piperazine-1-carbothioamide
InChi Key
UFLRJROFPAGRPN-UHFFFAOYSA-N
InChi Code
InChI=1S/C18H21N5O2S/c1-21-10-12-22(13-11-21)18(26)20-16-4-2-14(3-5-16)19-15-6-8-17(9-7-15)23(24)25/h2-9,19H,10-13H2,1H3,(H,20,26)
SMILES Code
S=C(N1CCN(C)CC1)NC2=CC=C(NC3=CC=C([N+]([O-])=O)C=C3)C=C2
Appearance
Solid powder
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
>3 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
2934.99.03.00
More Info

Preparing Stock Solutions

The following data is based on the product molecular weight 371.45 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.

Recalculate based on batch purity %
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: Awadzi K, Opoku NO, Attah SK, Addy ET, Duke BO, Nyame PK, Kshirsagar NA. The safety and efficacy of amocarzine in African onchocerciasis and the influence of ivermectin on the clinical and parasitological response to treatment. Ann Trop Med Parasitol. 1997 Apr;91(3):281-96. PubMed PMID: 9229021. 2: Gutiérrez-Peña EJ, Knab J, Büttner DW. Immunoelectron microscopic evidence for release of eosinophil granule matrix protein onto microfilariae of Onchocerca volvulus in the skin after exposure to amocarzine. Parasitol Res. 1998 Aug;84(8):607-15. PubMed PMID: 9747932. 3: Guderian RH, Anselmi M, Proaño R, Naranjo A, Poltera AA, Moran M, Lecaillon JB, Zak F, Cascante S. Onchocercacidal effect of three drug regimens of amocarzine in 148 patients of two races and both sexes from Esmeraldas, Ecuador. Trop Med Parasitol. 1991 Sep;42(3):263-85. PubMed PMID: 1801153. 4: Zea-Flores G, Beltranena F, Poltera AA, Lopez M, Moran M, Zea-Flores CE, de Ramirez I, Lecaillon JB, Zak F, Palomo M. Amocarzine investigated as oral onchocercacidal drug in 272 adult male patients from Guatemala. Results from three dose regimens spread over three days. Trop Med Parasitol. 1991 Sep;42(3):240-62. PubMed PMID: 1801152. 5: Poltera AA, Zea-Flores G, Guderian R, Striebel HP, Moran M. Longterm follow-up of onchocerciasis patients in Latin America after treatment and retreatment with amocarzine. Preliminary results. Trop Med Parasitol. 1991 Sep;42(3):308-13. PubMed PMID: 1801158. 6: Lecaillon JB, Poltera AA, Zea-Flores G, de Ramirez I, Nowell de Arevalo A. Influence of food related to dose on the pharmacokinetics of amocarzine and of its N-oxide metabolite, CGP 13 231, after oral administration to 20 onchocerciasis male patients from Guatemala. Trop Med Parasitol. 1991 Sep;42(3):286-90. PubMed PMID: 1801154. 7: Zak F, Guderian R, Zea-Flores G, Guevara A, Moran M, Poltera AA. Microfilaricidal effect of amocarzine in skin punch biopsies of patients with onchocerciasis from Latin America. Trop Med Parasitol. 1991 Sep;42(3):294-302. PubMed PMID: 1801156. 8: Cooper PJ, Proaño R, Beltran C, Anselmi M, Guderian RH. Onchocerciasis in Ecuador: evolution of chorioretinopathy after amocarzine treatment. Br J Ophthalmol. 1996 Apr;80(4):337-42. PubMed PMID: 8703886; PubMed Central PMCID: PMC505461. 9: Poltera AA, Zea-Flores G, Guderian R, Beltranena F, Proana R, Moran M, Zak F, Striebel HP. Onchocercacidal effects of amocarzine (CGP 6140) in Latin America. Lancet. 1991 Mar 9;337(8741):583-4. PubMed PMID: 1671945. 10: Lecaillon JB, Dubois JP, Awadzi K, Poltera AA, Ginger CD. Pharmacokinetics of CGP 6140 (amocarzine) after oral administration of single 100-1600 mg doses to patients with onchocerciasis. Br J Clin Pharmacol. 1990 Oct;30(4):625-8. PubMed PMID: 2291876; PubMed Central PMCID: PMC1368256. 11: Poltera AA, Reyna O, Zea-Flores G, Beltranena F, Nowell de Arevalo A, Zak F. Use of an ophthalmologic ultrasoundscanner in human onchocercal skin nodules for non-invasive sequential assessment during a macrofilaricidal trial with amocarzine in Guatemala. The first experiences. Trop Med Parasitol. 1991 Sep;42(3):303-7. PubMed PMID: 1801157. 12: Lecaillon JB, Godbillon J, Guderian R, Guevara A, Cascante S, Poltera AA. Concentrations of amocarzine in plasma of 71 Ecuadorian patients of two different races receiving 3 mg/kg b.i.d. and 5 mg/kg o.d. oral postprandial doses for 3 days. Trop Med Parasitol. 1991 Sep;42(3):291-3. PubMed PMID: 1801155. 13: Lecaillon JB, Dubois JP, Soula G, Pichard E, Poltera AA, Ginger CD. The influence of food on the pharmacokinetics of CGP 6140 (amocarzine) after oral administration of a 1200 mg single dose to patients with onchocerciasis. Br J Clin Pharmacol. 1990 Oct;30(4):629-33. PubMed PMID: 2291877; PubMed Central PMCID: PMC1368257. 14: Köhler P, Davies KP, Zahner H. Activity, mechanism of action and pharmacokinetics of 2-tert-butylbenzothiazole and CGP 6140 (amocarzine) antifilarial drugs. Acta Trop. 1992 Aug;51(3-4):195-211. Review. PubMed PMID: 1359747. 15: Büttner G, Zea-Flores G, Poltera AA, Büttner DW. Fine structure of microfilariae in the skin of onchocerciasis patients after exposure to amocarzine. Trop Med Parasitol. 1991 Sep;42(3):314-8. PubMed PMID: 1801159. 16: Awadzi K. Research notes from the Onchocerciasis Chemotherapy Research Centre, Ghana. Ann Trop Med Parasitol. 1997 Oct;91(7):703-11. Review. PubMed PMID: 9625924. 17: Loiseau PM, Maarouf M, Gayral P, Petek F. Comparative effects of anthelmintics on c-MDH from Molinema dessetae (Nematoda: Filarioidea) and from a mammal. Parasitol Res. 1993;79(5):397-401. PubMed PMID: 8415545. 18: Nutman TB, Parredes W, Kubofcik J, Guderian RH. Polymerase chain reaction-based assessment after macrofilaricidal therapy in Onchocerca volvulus infection. J Infect Dis. 1996 Mar;173(3):773-6. PubMed PMID: 8627052. 19: Nyasse B, Ngantchou I, Nono JJ, Schneider B. Antifilarial activity in vitro of polycarpol and 3-O-acetyl aleuritolic acid from cameroonian medicinal plants against Onchocerca gutturosa. Nat Prod Res. 2006 Apr;20(4):391-7. PubMed PMID: 16644535. 20: Mak JW, Navaratnam V, Ramachandran CP. Experimental chemotherapy of lymphatic filariasis. A review. Ann Trop Med Parasitol. 1991 Feb;85(1):131-7. Review. PubMed PMID: 1888210.