Dihydroergotoxine Mesylate

HCID 592735

기본 정보

CAS
8067-24-1
표준 SMILES
CCC(C)(C)C1C(=O)N2CCCC2C2(O)OC(NC(=O)C3CC4c5cccc6[nH]cc(c56)CC4N(C)C3)(C(C)C)C(=O)N12
InChIKey
ONYMVHQTXOEAOV-TZWRWDCZNA-N
분자식
C33H45N5O5
평균 분자량
591.7 g/mol
단동위원소 질량
591.34206955

개요

Alkergot is a peptide ergot alkaloid.

이름 및 식별자

우선 이름
Dihydroergotoxine Mesylate
IUPAC
N-[2-hydroxy-7-(2-methylbutan-2-yl)-5,8-dioxo-4-propan-2-yl-3-oxa-6,9-diazatricyclo[7.3.0.02,6]dodecan-4-yl]-7-methyl-6,6a,8,9,10,10a-hexahydro-4H-indolo[4,3-fg]quinoline-9-carboxamide
영어명
Dihydroergotoxine mesylate
분자식
C20H29N3O5S
분자량
423.53

이름 및 동의어

AlkergotErgoloid mesylateGerimalHydergine LCDeapril-STCO-Dergocrine mesylateDeaprildihydroergotoxine mesilateDihydroergotoxine methanesulfonateDihydroergotoxine methanesulphonateRedergineDTXSID5031428
이름 더 보기
ERGOLOID MESYLATEShydergineEposcircanolcck179DecrilTrigotInorterDacoren
Co Dergine MesylateCo-Dergine Mesylatecodergocrine mesylateCo Dergocrine MesilateCo Dergocrine Mesylateergoloid methanesulfonateergoloid methanesulfonatesRefChem:920215

데이터베이스 식별자

CAS
8067-24-1
PubChem CID
592735
ChEMBL
CHEMBL2311030
ChEBI
CHEBI:181460
EC Number
630-416-3

물성

구조 계산 물성

XLogP
3.5
극성 표면적
118 Ų
수소 결합 공여자 수
3
수소 결합 수용자 수
6
회전 가능 결합 수
5
무거운 원자 수
43

실험 및 물리화학적 성질

SolubilityPartially soluble
Human Drugs · 2건

FDA approved drugs -> Active ingredient

FDA approved drugs -> Active ingredient

Boiling PointDecomposes

물리화학적 성질

저장 조건
Store at RT
용해도
1 mg/ml · DMSO: Slightly Soluble; Methanol: 1 mg/ml
물리적 상태
Solid
색상
White to off-white
InChIKey
ONYMVHQTXOEAOV-TZWRWDCZNA-N
SMILES
C12C3=CC=CC=1[C@@]1([H])C[C@H](CN(C)[C@]1([H])CC2=CN3)C(=O)N[C@@H](C)CO.S(=O)(=O)(O)C |&1:6,9,13,22,r|

안전 및 규제

GHS 분류

GHS Classification · 4건

Danger

H228 (57.1%): Flammable solid [Danger Flammable solids]

P203, P210, P240, P241, P261, P264, P264+P265, P270, P271, P273, P280, P301+P317, P302+P352, P304+P340, P305+P351+P338, P317, P318, P319, P321, P330, P332+P317, P337+P317, P362+P364, P370+P378, P403+P233, P405, and P501 (click each P-code to see the statement)

Aggregated GHS information provided per 7 reports by companies from 4 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.

유해성 정보

Hazard Classes and CategoriesFlam. Sol. 1 (57.1%)

안전 데이터

rtecs
KE8800000
ridadr
1544
HS 번호
3003490000
risk_code
60
hazard_code
T
safety_code
53-36/37/39-45

화학 및 산업

약리 정보

ATC Code · 2건

C - Cardiovascular system

QC - Cardiovascular system

Protein BindingErgoloid mesylate presents a very large plasma protein binding that accounts for 81% of the administered dose. To know more about the individual components of the ergoloid mixture, please visit [DB11274] and [DB13345].
Pharmacodynamics · 1건

The mechanism of action of ergoloid mesylate is not completely established but it is thought that it increases both the blood flow and cerebral metabolism. Some studies have shown a significant improvement in alertness and memory, as well as a decline in confusion while some other benefits have shown a lack of effect. Its action produces a damper in the impulses from the vasomotor center which reduces the vascular tone which translates in the slow of pulse rate, prevention of compensatory tachycardia. To know more about the individual components of the ergoloid mixture, please visit [DB11274], [DB11273] and [DB13345].

Mechanism of Action · 1건

The general mechanism of action of ergoloid mesylate is the dual action of partial agonism/antagonism of adrenergic, dopaminergic and serotonergic receptors. The pharmacological activity is determined by the degree of activity of each component at the receptor site. To know more about the individual components of the ergoloid mixture, please visit [DB11275], [DB11274], [DB11273] and [DB13345].

Biological Half-LifeThe reported plasma half-life of ergoloid mesylate is 3.5 hours while the terminal half-life is of 13 hours. To know more about the individual components of the ergoloid mixture, please visit [DB11274].
Metabolism/Metabolites · 1건

Most of the metabolism of ergoloid mesylate is hepatic and it is performed very rapidly after absorption. After exposition in vitro, the major metabolites identified are hydroxy-dihydroergocornine, hydroxy-dihydroergocryptine and hydroxy-dihydroergocristine. All metabolic transformations seem to be related to the activity of the cytochrome CYP3A4. To know more about the individual components of the ergoloid mixture, please visit [DB11274], [DB11273] and [DB13345].

응용 분야 · 2건

개요Ergoloid, also known as dihydroergotoxine mesylate, is a mixture of the ergot alkaloids dihydroergocornine, dihydroergocrystine, and dihydroergocryptine. It blocks reflex vasodilation and vasoconstriction induced by norepinephrine in dogs when injected into the kidney at a dose of 0.15 mg. Ergoloid blocks norepinephrine-induced cAMP production in rat brain cortical homogenates ex vivo in a dose-dependent manner. It also acts as an erectogenic agent in rats. Formulations containing ergoloid have been used in the treatment of migraine headaches and vascular dementias.

용도Cognition adjuvant. Dihydroergotoxine mesylate binds with high affinity to GABAA receptor Cl- channel. Interacts with central dopaminergic, serotonergic and adrenergic (a1) receptors. Exhibits antirproliferative activity in vitro. Displays cognition-enhancing, anticonvulsant and sedative activity in vivo. Dihydroergotoxine mesylate is a substrate of GABA Receptor.

공급사74 곳

国药集团化学试剂有限公司86-21-63210123 · [email protected]
武汉英诺医药科技有限公司+86-027-59232304 15387063101 · [email protected]
咸宁深蓝生物医药研发有限公司18171815831 · [email protected]
Shenzhen Monkono Technology Co.,Ltd+86-17063441314 · [email protected]
中梦研(湖北)科技有限公司0717-6300888 18062399888 · [email protected]
추가 설명 · 1건

정의ChEBI: Dihydroergotoxine mesylate is a mixture of hydrogenated ergot alkaloids consisting of the methanesulfonic acid salts of dihydroergocornine (R = CHMe2), dihydroergocristine (R = CH2Ph), and alpha- and beta-dihydroer ocryptine (R = CH2CHMe2 and CH(Me)Et, respectively). It is used for the symptomatic treatment of mild to moderate dementia in the elderly, although its value is not established.

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