알트레타민

2,4,6-트리스(디메틸아미노))-1,3,5-트리아진 · 알트레타민 · HMM · HTM · Hemel · NC 195 · RB-1515 · Hexylen

식별자 및 물리적 특성

CAS No.	645-05-6
분자식	C9H18N6
평균 분자량	210.28 g/mol
단동위원소 질량	210.15929458 g/mol
SMILES	CN(C)c1nc(N(C)C)nc(N(C)C)n1
InChIKey	UUVWYPNAQBNQJQ-UHFFFAOYSA-N
PubChem CID	2123
ChEMBL	CHEMBL1455
ChEBI	CHEBI:24564
EC No.	211-428-4
DTXSID	DTXSID4022579
현지명	알트레타민

화학 및 물리적 성질

XLogP	2.7
극성 표면적	48.4
수소 결합 공여자 수	0
수소 결합 수용자 수	6
회전 가능 결합 수	3
무거운 원자 수	15
형식 전하	0
복잡도	148
의약품	Pharmaceuticals -> Listed in ZINC15
SpringerMaterials Properties	Fusion temperature
LogP(분배 계수)	log Kow = 2.731.7
Color/Form	Needles from absolute ethanolSolid
용해도	Insoluble (NTP, 1992)Soluble in acetoneIn water, 91 mg/L at 25 °C3.10e+00 g/LWater 0.92 (mg/mL)클로로포름 (소량), 메탄올 (소량, 가열)에 용해
Human Drugs	FDA approved drugs -> Active ingredient
녹는점	172-174 °C172 - 174 °C171-175 °C (lit.)
Physical Description	Hexamethylmelamine is a colorless crystalline solid. Insoluble in water. (NTP, 1992)
Stability/Shelf Life	Bulk: The bulk drug is stable at room temperature. Solution: Aqueous solutions at pH 4, 7, and 10 are stable for 24 hours at room temperature (UV).
Collision Cross Section	152.33 Å² [M+K]+ [CCS Type: TWMethod: calibrated with polyalanine and drug standards]145.6 Å² [M+H]+ [CCS Type: TW
끓는 점	339.81°C (rough estimate)
밀도	1.0441 (rough estimate)
굴절률	1.6100 (estimate)
저장 조건	Keep in dark place,Inert atmosphere,Room temperature
pKa(산도 계수)	pKa 10.3 (Uncertain)
물리적 상태	고체
색상	흰색에서 황백색까지
용해도	불용성
Merck	13,318
InChI	1S/C9H18N6/c1-13(2)7-10-8(14(3)4)12-9(11-7)15(5)6/h1-6H3
InChIKey	UUVWYPNAQBNQJQ-UHFFFAOYSA-N
SMILES	CN(C)c1nc(nc(n1)N(C)C)N(C)C
NIST	Altretamine(645-05-6)
EPA	Altretamine (645-05-6)

화학적 성질

White Solid

안전 및 규제

응급 처치
GHS 분류	WarningH302 (100%): Harmful if swallowed [Warning Acute toxicity, oral]P261, P264, P264+P265, P270, P271, P280, P301+P317, P302+P352, P304+P340, P305+P351+P338, P319, P321, P330, P332+P317, P337+P317, P362+P364, P403+P233, P405, and P501 (click each P-code to see the statement)Aggregated GHS information provided per 41 reports by companies from 4 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.
규제 정보	Hazard Traits - Developmental ToxicityReproductive Toxicity
건강 유해성	SYMPTOMS: Nausea and vomiting, possibly parathesia, numbness, depression, confusion, drowsiness and hallucinations.
FDA 요건	The Approved Drug Products with Therapeutic Equivalence Evaluations List identifies currently marketed prescription drug products, incl altretamine approved on the basis of safety and effectiveness by FDA under sections 505 of the Federal Food, Drug, and Cosmetic Act.
반응성 그룹	Amines, Phosphines, and Pyridines
Reactivity Profile	HEXAMETHYLMELAMINE neutralizes acids in exothermic reactions to form salts plus water. May be incompatible with isocyanates, halogenated organics, peroxides, phenols (acidic), epoxides, anhydrides, and acid halides. Flammable gaseous hydrogen may be generated in combination with strong reducing agents, such as hydrides.
Air and Water Reactions	Insoluble in water.
Hazard Classes and Categories	Acute Tox. 4 (100%)
Shipment Methods and Regulations	/PRECAUTIONS FOR ANTINEOPLASTIC AGENTS:/ Methods for transporting hazardous drugs to the health-care setting should be consistent with environmental protection and national or local regulations for transporting hazardous substances. When hazardous drugs are being transported to the home-care setting, appropriate containers (eg, lined cardboard boxes) and procedures should be used to prevent breakage and contain leakage. ... The drugs must be securely capped or sealed and properly packaged and protected during transport to reduce further the chance of breakage and spillage in a public area such as a corridor or elevator. /Antineoplastic agents/

용도

An antitumor agent which also acts as a chemosterilant for male houseflies and other insects. Antineoplastic.

일반 설명

Altretamine is available in 50-mg capsules for oraladministration as a second-line treatment for ovarian cancer.The mechanism of action has not been firmly established, althoughthe spectrum of activity is similar to that for otheralkylating agents; however, cross-resistance is not seen.Cytotoxicity has been correlated with metabolism to give thecarbinolamines, which may form imines capable of crosslinking,or decompose to give formaldehyde, which may reactwith nucleophiles on DNA or proteins. The agent is well absorbedupon oral administration, well distributed, and highly(90%) plasma protein bound. The agent is extensively metabolizedin the liver by CYP to give demethylated metabolites via the previously mentioned carbinolamines. Elimination occursprimarily in the urine as mostly demethylated metaboliteswith a terminal elimination half-life of 4 to 10 hours.Myleosuppression and nausea/vomiting are dose-limitingtoxicities. Other adverse effects include lethargy, agitation,hallucinations, skin rash, and elevations in transaminase levels,flulike symptoms, abdominal cramps, and diarrhea.