Wikipedia preview

出典(authority):フリー百科事典『ウィキペディア（Wikipedia）』「2015/12/07 02:01:15」(JST)

wiki en

Carmofur (INN) or HCFU (1-hexylcarbamoyl-5-fluorouracil) is a pyrimidine analogue used as an antineoplastic agent. It is a derivative of fluorouracil.

Mechanism of action

The expression of acid ceramidase (AC) – a cysteine amidase that hydrolyses the proapoptotic lipid ceramide – is abnormally high in several human tumors, which is suggestive of a role in chemoresistance. Available AC inhibitors lack, however, the potency and drug-likeness necessary to test this idea. Here we show that the antineoplastic drug carmofur, which is used in the clinic to treat colorectal cancers, is a potent AC inhibitor and that this property is essential to its anti-proliferative effects. Modifications in the chemical scaffold of carmofur yield new AC inhibitors that act synergistically with standard antitumoral drugs to prevent cancer cell proliferation. These findings identify AC as an unexpected target for carmofur, and suggest that this molecule can be used as starting point for the design of novel chemosensitizing agents. ^[1]

Uses

Breast Cancer

Colorectal Cancer

Carmofur, in its oral form, has also been used as adjuvant chemotherapy for curatively resected colorectal cancer patients. Trials and meta-analyses have confirmed that the drug is effective on patients with this cancer type, extending their survival.^[2]

Adverse effects

As fluorouracil, carmofur has been known to induce leukoencephalopathy.^[3]^[4]^[5]

References

^ Realini, Natalia; Solorzano, Carlos; Pagliuca, Chiara; Pizzirani, Daniela; Armirotti, Andrea; Luciani, Rosaria; Paola Costi, Maria; Bandiera, Tiziano; Piomelli, Daniele (8 January 2013). "Discovery of highly potent acid ceramidase inhibitors with in vitro tumor chemosensitizing activity". Scientific Reports 3 (1035).
^ Sakamoto, J; Hamada, C; Rahman, M; Kodaira, S; Ito, K; Nakazato, H; Ohashi, Y; Yasutomi, M (2005). "An Individual Patient Data Meta-analysis of Adjuvant Therapy with Carmofur in Patients with Curatively Resected Colon Cancer". Japanese Journal of Clinical Oncology 35 (9): 536–544. doi:10.1093/jjco/hyi147. PMID 16155120.
^ Yamada T, Okamura S, Okazaki T; et al. (June 1989). "Leukoencephalopathy following treatment with carmofur: a case report and review of the Japanese literature". Asia Oceania J Obstet Gynaecol 15 (2): 161–8. PMID 2667512.
^ Mizutani T (February 2008). "[Leukoencephalopathy caused by antineoplastic drugs]". Brain Nerve (in Japanese) 60 (2): 137–41. PMID 18306661.
^ Baehring JM, Fulbright RK (May 2008). "Delayed leukoencephalopathy with stroke-like presentation in chemotherapy recipients". J Neurol Neurosurg Psychiatr 79 (5): 535–9. doi:10.1136/jnnp.2007.123737. PMID 17682013.

This antineoplastic or immunomodulatory drug article is a stub. You can help Wikipedia by expanding it.

UpToDate Contents

全文を閲覧するには購読必要です。 To read the full text you will need to subscribe.

1. 非プラチナ製剤ベースの癌化学療法の神経学的合併症の概要 overview of neurologic complications of non platinum cancer chemotherapy

English Journal

[Effect of tagalsin on p53 and Bcl-2 expression in hepatoma H(22) tumor-bearing mice].

Song XQ, Guo YL, Wang BG, Sun SJ, Yao RY.SourceDepartment of General Surgery, Qingdao University, Qingdao, China. songxiuqi8@126.com
Zhonghua zhong liu za zhi [Chinese journal of oncology].Zhonghua Zhong Liu Za Zhi.2011 Jul;33(7):499-503.
OBJECTIVE: To explore the effect and mechanism of tagalsin on hepatoma cells.METHODS: The animal models were established by transplanting H(22) mouse hepatoma cells to mouse liver, and ten days later the mice were randomly divided into five groups: blank group, carmofur positive group and tagalsin g
PMID 22093625

Co-polymeric hydrophilic nanospheres for drug delivery: release kinetics, and cellular uptake.

Verma AK, Chanchal A, Maitra A.SourceNano-Biotech Laboratory, Kirori Mal College, University of Delhi, Delhi 110 007, India. akamra23@hotmail.com
Indian journal of experimental biology.Indian J Exp Biol.2010 Oct;48(10):1043-52.
Nanobiotechnology focuses on the biological effects and applications of nanoparticles that include nano-safety, drug encapsulation and nanotherapeutics. The present study focuses on hydrophilic nanospheres of copolymers N-isopropylacrylamide [NIPAAM] and vinyl pyrrolidone [VP], encapsulating a bioac
PMID 21299047

Japanese Journal

直腸癌根治術後12年目に切除しえた，大動脈周囲リンパ節再発の1例

日本消化器外科学会雑誌 47(7), 410-418, 2014
NAID 130004561028

抗悪性腫瘍薬による白質脳症 (特集がん治療と神経障害)

Brain and nerve 60(2), 137-141, 2008-02
NAID 40015848277

Postoperative Adjuvant Use of Carmofur for Early Breast Cancer

Osaka City Medical journal 49(2), 77-83, 2003-12
NAID 110000024387

「カルモフール」

Carmofur
Systematic (IUPAC) name
	5-fluoro-N-hexyl-2,4-dioxo-pyrimidine-1-carboxamide
Clinical data
AHFS/Drugs.com	International Drug Names
Routes of; administration	Oral
Identifiers
CAS Number	61422-45-5
ATC code	L01BC04
PubChem	CID: 2577
DrugBank	DB09010
ChemSpider	2479
UNII	HA82M3RAB2
ChEMBL	CHEMBL460499
Synonyms	1-hexylcarbamoyl-5-fluorouracil
Chemical data
Formula	C11H16FN3O3
Molecular mass	257.261 g/mol
	SMILES CCCCCCNC(=O)N1C=C(C(=O)NC1=O)F ;
	InChI InChI=1S/C11H16FN3O3/c1-2-3-4-5-6-13-10(17)15-7-8(12)9(16)14-11(15)18/h7H,2-6H2,1H3,(H,13,17)(H,14,16,18) ; Key:AOCCBINRVIKJHY-UHFFFAOYSA-N ;
(what is this?) (verify)

　　[★]

英: carmofur, HCFU
ラ: carmofurum
商: ミフロール、ヤマフール
関: フルオロウラシル

抗悪性腫瘍薬、ピリミジン系代謝拮抗薬

[1] Realini, Natalia; Solorzano, Carlos; Pagliuca, Chiara; Pizzirani, Daniela; Armirotti, Andrea; Luciani, Rosaria; Paola Costi, Maria; Bandiera, Tiziano; Piomelli, Daniele (8 January 2013). "Discovery of highly potent acid ceramidase inhibitors with in vitro tumor chemosensitizing activity". Scientific Reports 3 (1035).

[2] Sakamoto, J; Hamada, C; Rahman, M; Kodaira, S; Ito, K; Nakazato, H; Ohashi, Y; Yasutomi, M (2005). "An Individual Patient Data Meta-analysis of Adjuvant Therapy with Carmofur in Patients with Curatively Resected Colon Cancer". Japanese Journal of Clinical Oncology 35 (9): 536–544. doi:10.1093/jjco/hyi147. PMID 16155120.

[3] Yamada T, Okamura S, Okazaki T; et al. (June 1989). "Leukoencephalopathy following treatment with carmofur: a case report and review of the Japanese literature". Asia Oceania J Obstet Gynaecol 15 (2): 161–8. PMID 2667512.

[4] Mizutani T (February 2008). "[Leukoencephalopathy caused by antineoplastic drugs]". Brain Nerve (in Japanese) 60 (2): 137–41. PMID 18306661.

[5] Baehring JM, Fulbright RK (May 2008). "Delayed leukoencephalopathy with stroke-like presentation in chemotherapy recipients". J Neurol Neurosurg Psychiatr 79 (5): 535–9. doi:10.1136/jnnp.2007.123737. PMID 17682013.

匿名

検索

案内

案内

carmofur