Karmustin

Karmustin
	1,3-Bis(2-hloroetil)-1-nitrozoureja
Drugi nazivi	N,N’-Bis(2-hloroetil)-N-nitrozo-ureja
Identifikacija
CAS registarski broj	154-93-8
PubChem	2578
ChemSpider	2480
UNII	U68WG3173Y
EINECS broj	205-838-2
UN broj	2811
DrugBank	DB00262
KEGG	D00254
MeSH	Carmustine
ChEBI	3423
ChEMBL	CHEMBL513
RTECS registarski broj toksičnosti	YS2625000
ATC code	L01AD01
Jmol-3D slike
SMILES
	ClCCNC(=O)N(CCCl)N=O
InChI
	InChI=1S/C5H9Cl2N3O2/c6-1-3-8-5(11)10(9-12)4-2-7/h1-4H2,(H,8,11) ; Kod: DLGOEMSEDOSKAD-UHFFFAOYSA-N
Svojstva
Molekulska formula	C5H9Cl2N3O2
Molarna masa	214.05 g mol−1
Agregatno stanje	Orange crystals-lat
Miris	Bez mirisa
Tačka topljenja	30 °C, 303 K, 86 °F
log P	1,375
pKa	10,194
Baznost (pKb)	3,803
Farmakologija
Bioraspoloživost	5–28%
Načini upotrebe	Intravenozno
Metabolizam	Hepatički
Vreme polu-uklanjanja iz organizma	15–30 min
Proteinsko vezivanje	80%
Ekskrecija	Renalno; Respiratorno;
Legalni status	; ℞ Prescription only
Kategorija; trudnoće
Opasnost
EU-klasifikacija	T+
R-oznake	R45, R46, R60, R61, R28
S-oznake	S22, S36/37/39, S45
LD50	20 mg kg−1 (oralno, pacov)
Srodna jedinjenja
Srodna ureje	Dimetilureja
Srodna jedinjenja	Noksitiolin; 1,1,3,3-Tetrametilguanidin; Metformin; Alantoinska kiselina; Buformin;
	(šta je ovo?) (verifikuj) ; Ukoliko nije drugačije napomenuto, podaci se odnose na standardno stanje (25 °C, 100 kPa) materijala
	Infobox references

Karmustin ili BCNU (bis-hloroetilnitrozoureja) je β-hloro-nitrozourejno jedinjenje strodno sa azotnim iperitom, koje se koristi kao alkilirajući agens u hemoterapiji.^[7]^[8] Kao dialkilirajući agens, BCNU ima sposobnost formiranja veza između DNK lanaca, čime se onemogućava DNK replikacija i DNK transkripcija.

It has the appearance of an orange-yellow solid.

Carmustine for injection is marketed under the name BiCNU by Bristol-Myers Squibb. In India, carmustine is marketed under the name Carustine by Curacell Biotech.

Reference uredi

↑ „Carmustine - Compound Summary”. PubChem Compound. USA: National Center for Biotechnology Information. 25. 3. 2005.. Identification. Pristupljeno 11. 4. 2012.
↑ Li Q, Cheng T, Wang Y, Bryant SH (2010). „PubChem as a public resource for drug discovery.”. Drug Discov Today 15 (23-24): 1052-7. DOI:10.1016/j.drudis.2010.10.003. PMID 20970519. edit
↑ Evan E. Bolton, Yanli Wang, Paul A. Thiessen, Stephen H. Bryant (2008). „Chapter 12 PubChem: Integrated Platform of Small Molecules and Biological Activities”. Annual Reports in Computational Chemistry 4: 217-241. DOI:10.1016/S1574-1400(08)00012-1.
↑ Hettne KM, Williams AJ, van Mulligen EM, Kleinjans J, Tkachenko V, Kors JA. (2010). „Automatic vs. manual curation of a multi-source chemical dictionary: the impact on text mining”. J Cheminform 2 (1): 3. DOI:10.1186/1758-2946-2-3. PMID 20331846. edit
↑ Joanne Wixon, Douglas Kell (2000). „Website Review: The Kyoto Encyclopedia of Genes and Genomes — KEGG”. Yeast 17 (1): 48–55. DOI:10.1002/(SICI)1097-0061(200004)17:1<48::AID-YEA2>3.0.CO;2-H.
↑ Gaulton A, Bellis LJ, Bento AP, Chambers J, Davies M, Hersey A, Light Y, McGlinchey S, Michalovich D, Al-Lazikani B, Overington JP. (2012). „ChEMBL: a large-scale bioactivity database for drug discovery”. Nucleic Acids Res 40 (Database issue): D1100-7. DOI:10.1093/nar/gkr777. PMID 21948594. edit
↑ Knox C, Law V, Jewison T, Liu P, Ly S, Frolkis A, Pon A, Banco K, Mak C, Neveu V, Djoumbou Y, Eisner R, Guo AC, Wishart DS (2011). „DrugBank 3.0: a comprehensive resource for omics research on drugs”. Nucleic Acids Res. 39 (Database issue): D1035-41. PMID 21059682.
↑ Wishart DS, Knox C, Guo AC, Cheng D, Shrivastava S, Tzur D, Gautam B, Hassanali M (2008). „DrugBank: a knowledgebase for drugs, drug actions and drug targets”. Nucleic Acids Res 36 (Database issue): D901-6. PMID 18048412.

Spoljašnje veze uredi

Portal Hemija

MedlinePlus DrugInfo medmaster-a682060
BiCNU Arhivirano 2007-09-27 na Wayback Machine-u (package insert; U.S.)

Šablon:Intracelularni hemoterapijski agensi

[1] „Carmustine - Compound Summary”. PubChem Compound. USA: National Center for Biotechnology Information. 25. 3. 2005.. Identification. Pristupljeno 11. 4. 2012.

[2] Li Q, Cheng T, Wang Y, Bryant SH (2010). „PubChem as a public resource for drug discovery.”. Drug Discov Today 15 (23-24): 1052-7. DOI:10.1016/j.drudis.2010.10.003. PMID 20970519. edit

[3] Evan E. Bolton, Yanli Wang, Paul A. Thiessen, Stephen H. Bryant (2008). „Chapter 12 PubChem: Integrated Platform of Small Molecules and Biological Activities”. Annual Reports in Computational Chemistry 4: 217-241. DOI:10.1016/S1574-1400(08)00012-1.

[4] Hettne KM, Williams AJ, van Mulligen EM, Kleinjans J, Tkachenko V, Kors JA. (2010). „Automatic vs. manual curation of a multi-source chemical dictionary: the impact on text mining”. J Cheminform 2 (1): 3. DOI:10.1186/1758-2946-2-3. PMID 20331846. edit

[5] Joanne Wixon, Douglas Kell (2000). „Website Review: The Kyoto Encyclopedia of Genes and Genomes — KEGG”. Yeast 17 (1): 48–55. DOI:10.1002/(SICI)1097-0061(200004)17:1<48::AID-YEA2>3.0.CO;2-H.

[6] Gaulton A, Bellis LJ, Bento AP, Chambers J, Davies M, Hersey A, Light Y, McGlinchey S, Michalovich D, Al-Lazikani B, Overington JP. (2012). „ChEMBL: a large-scale bioactivity database for drug discovery”. Nucleic Acids Res 40 (Database issue): D1100-7. DOI:10.1093/nar/gkr777. PMID 21948594. edit

[7] Knox C, Law V, Jewison T, Liu P, Ly S, Frolkis A, Pon A, Banco K, Mak C, Neveu V, Djoumbou Y, Eisner R, Guo AC, Wishart DS (2011). „DrugBank 3.0: a comprehensive resource for omics research on drugs”. Nucleic Acids Res. 39 (Database issue): D1035-41. PMID 21059682.

[8] Wishart DS, Knox C, Guo AC, Cheng D, Shrivastava S, Tzur D, Gautam B, Hassanali M (2008). „DrugBank: a knowledgebase for drugs, drug actions and drug targets”. Nucleic Acids Res 36 (Database issue): D901-6. PMID 18048412.

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