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탠도스피론

Tandospirone

HCID 91273
노트반응
기본 정보개요이름 및 식별자물성안전 및 규제화학 및 산업관련 반응화합물 노트
부분 구조 검색유사 구조 찾기

기본 정보

CAS
87760-53-0
표준 SMILES
O=C1[C@@H]2[C@H]3CC[C@H](C3)[C@@H]2C(=O)N1CCCCN1CCN(c2ncccn2)CC1
InChIKey
CEIJFEGBUDEYSX-FZDBZEDMSA-N
분자식
C21H29N5O2
평균 분자량
383.5 g/mol
단동위원소 질량
383.23212518

개요

Tandospirone is a dicarboximide that is (3aR,4S,7R,7aS)-hexahydro-1H-4,7-methanoisoindole-1,3(2H)-dione which is substituted by a 4-[4-(pyrimidin-2-yl)piperazin-1-yl]butyl group at position 2. It is a potent and selective 5-HT1A receptor partial agonist (Ki = 27 nM). It has a role as an antidepressant and an anxiolytic drug. It is a dicarboximide, a bridged compound, a member of pyrimidines, a N-alkylpiperazine and a N-arylpiperazine. It is a conjugate base of a tandospirone(1+).

이름 및 식별자

우선 이름
Tandospirone
IUPAC
(1S,2R,6S,7R)-4-[4-(4-pyrimidin-2-ylpiperazin-1-yl)butyl]-4-azatricyclo[5.2.1.02,6]decane-3,5-dione
현지명
탠도스피론
영어명
Tandospirone
분자식
C21H29N5O2
분자량
383.49

이름 및 동의어

Tandospirone87760-53-0tandospironatandospironumDTXSID6048836DTXCID3028762CHEBI:145673190230I669SM-3997(1R*,2S*,3R*,4S*)-N-(4-(4-(2-PYRIMIDINYL)-1-PIPERAZINYL)BUTYL)-2,3-NORBORNANEDICARBOXIMIDE(1R,2S,6R,7S)-4-(4-(4-(pyrimidin-2-yl)piperazin-1-yl)butyl)-4-azatricyclo(5.2.1.0^(2,6))decane-3,5-dione(1R,2S,6R,7S)-4-{4-[4-(pyrimidin-2-yl)piperazin-1-yl]butyl}-4-azatricyclo[5.2.1.0^{2,6}]decane-3,5-dione
이름 더 보기
탠도스피론Sediel(3aR,4S,7R,7aS)-rel-Tandospirone (SM3997)Tandospirone [inn:ban]TANDOSPIRONE USP/EP/BPTandospirone hydrochloride(1R*,2S*,3R*,4S*)-N-(4-(4-(2-Pyrimidinyl)-1-piperazinyl)butyl)-2,3-norbornanedicarboximide citrate salt
(1S,2R,6S,7R)-4-(4-(4-Pyrimidin-2-yl-piperazin-1-yl)-butyl)-4-aza-tricyclo(5.2.1.0*2,6*)decane-3,5-dione(1S,2R,6S,7R)-4-[4-(4-Pyrimidin-2-yl-piperazin-1-yl)-butyl]-4-aza-tricyclo[5.2.1.0*2,6*]decane-3,5-dioneRefChem:1873773a,4,7,7a-hexahydro-2-(4-(4-(2-pyrimidinyl)-1-piperazinyl)butyl)-4,7-methano-1H-isoindole-1,3(2H)-dione4,7-Methano-1H-Isoindole-1,3(2h)-Dione, Hexahydro-2-(4-(4-(2-Pyrimidinyl)-1-Piperazinyl)Butyl)-, (3a-Alpha,4Beta,7Beta,7a-Alpha)-685-029-2MFCD00904852(3aR,4S,7R,7aS)-2-(4-(4-(pyrimidin-2-yl)piperazin-1-yl)butyl)hexahydro-1H-4,7-methanoisoindole-1,3(2H)-dione

데이터베이스 식별자

CAS
87760-53-0
PubChem CID
91273
DTXSID
DTXSID6048836
ChEMBL
CHEMBL274047
ChEBI
CHEBI:145673
UNII
190230I669
EC Number
685-029-2
Nikkaji
J353.759E

물성

구조 계산 물성

XLogP
1.9
극성 표면적
69.6 Ų
수소 결합 공여자 수
0
수소 결합 수용자 수
6
회전 가능 결합 수
6
무거운 원자 수
28
형식 전하
0
복잡도
572

실험 및 물리화학적 성질

DrugsPharmaceuticals -> Listed in ZINC15

물리화학적 성질

녹는점
112 · 112-113.5°
끓는 점
613.9 · 613.9±65.0 °C(Predicted)
밀도
1.239 · 1.239±0.06 g/cm3(Predicted)
저장 조건
4 °C · Store at +4°C
용해도
38 mg/mL · DMSO: 가용성38mg/mL
산도 계수 (pKa)
7.71 · 7.71±0.10(Predicted)
물리적 상태
고체
색상
흰색에서 황백색까지
InChI
1S/C21H29N5O2/c27-19-17-15-4-5-16(14-15)18(17)20(28)26(19)9-2-1-8-24-10-12-25(13-11-24)21-22-6-3-7-23-21/h3,6-7,15-18H,1-2,4-5,8-14H2/t15-,16+,17+,18-
InChIKey
CEIJFEGBUDEYSX-FZDBZEDMSA-N
SMILES
O=C1[C@@H]2[C@H]3CC[C@H](C3)[C@@H]2C(=O)N1CCCCN4CCN(CC4)c5ncccn5

안전 및 규제

안전 정보는 참고용이며, 공급업체의 물질안전보건자료(SDS), 관련 법규 및 전문가 평가를 대체하지 않습니다.

GHS 분류

GHS Classification · 4건

Warning

H315 (100%): Causes skin irritation [Warning Skin corrosion/irritation]

P261, P264, P264+P265, P271, P280, P302+P352, P304+P340, P305+P351+P338, P319, P321, P332+P317, P337+P317, P362+P364, P403+P233, P405, and P501 (click each P-code to see the statement)

Aggregated GHS information provided per 39 reports by companies from 2 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.

유해성 정보

Hazard Classes and CategoriesSkin Irrit. 2 (100%)

독성 정보

Drug Induced Liver Injury · 4건

Drug-Induced Liver Injury Severity and Toxicity (DILIst)

Tandospirone

DILI Positive

DOI:10.1016/j.drudis.2019.09.022

안전 데이터

wgk
3
risk_code
36/37/38
hazard_code
Xi
safety_code
26
Hazard Classifications
Eye Irrit. 2Skin Irrit. 2STOT SE 3
스토리지 클래스
11 - Combustible Solids

화학 및 산업

약리 정보

MeSH Pharmacological Classification · 2건

Agents that alleviate ANXIETY, tension, and ANXIETY DISORDERS, promote sedation, and have a calming effect without affecting clarity of consciousness or neurologic conditions. ADRENERGIC BETA-ANTAGONISTS are commonly used in the symptomatic treatment of anxiety but are not included here.

Endogenous compounds and drugs that bind to and activate SEROTONIN RECEPTORS. Many serotonin receptor agonists are used as ANTIDEPRESSANTS; ANXIOLYTICS; and in the treatment of MIGRAINE DISORDERS.

응용 분야 · 2건

개요Tandospirone is another 5-HT1A receptor agonist under development by Sumitomo Pharmaceutical Co., Ltd., in Japan and Pfizer in the United States. Results of phase II and phase III clinical trials show that tandospirone is effective for the treatment of anxiety neurosis. Significant improvement is also observed in patients with psychosomatic disease, phobia, and depersonalization (Murasaki 1995). The results have shown that initial treatment should be started at 30 mg daily, and the dose should be increased up to 60 mg daily according to symptoms (Murasaki 1995). A double-blind comparative study with diazepam revealed that tandospirone tends to be superior to diazepam in patients with depressive neurosis, whereas diazepam may be more effective than tandospirone in severely ill patients (Murasaki et al. 1992).

용도Tandospirone is a 5HT1A receptor partial agonist. Studies indicate that tandospirone significantly reduces haloperidol-induced bradykinesia in a dose dependent manner. The potency of Tandospirone is equal to that of buspirone and approximate one-half that of diazepam. The potency of Tandospirone at dopamine antagonistic action is less than 1/4 that of buspirone.

상·하류 제품 정보

상류 원료

2-(1-피페라지닐)피리미딘보르네올

하류 제품

Tandospirone citrate

공급사86 곳

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