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Benzquinamide

HCID 2342
노트반응
기본 정보개요이름 및 식별자물성안전 및 규제화학 및 산업관련 반응화합물 노트
부분 구조 검색유사 구조 찾기

기본 정보

CAS
23844-24-8
표준 SMILES
CCN(CC)C(=O)C1CN2CCc3cc(OC)c(OC)cc3C2CC1OC(C)=O
InChIKey
JSZILQVIPPROJI-UHFFFAOYSA-N
분자식
C22H32N2O5
평균 분자량
404.5 g/mol
단동위원소 질량
404.23112213

개요

Benzquinamide is a monocarboxylic acid amide. It has a role as an antipsychotic agent, a sedative, a H1-receptor antagonist, a muscarinic antagonist and an antiemetic.

이름 및 식별자

우선 이름
Benzquinamide
IUPAC
[3-(diethylcarbamoyl)-9,10-dimethoxy-2,3,4,6,7,11b-hexahydro-1H-benzo[a]quinolizin-2-yl] acetate
영어명
Benzquinamid
분자식
C22H32N2O5
분자량
404.5

이름 및 동의어

benzquinamidePromecon63-12-7Emete-conEmeticonBenzochinamideBenzoquinamideBenzquinamidumbenzquinamidaP-2647NSC-64375DTXSID9022657
이름 더 보기
BZQBenzquinamidN,N-DIETHYL-1,3,4,6,7,11-BENZO(A)QUINOLIZINE-3-CARBOXAMIDE2H-Benzoaquinolizine-3-carboxamide, 2-(acetyloxy)-N,N-diethyl-1,3,4,6,7,11b-hexahydro-9,10-dimethoxy-[3-(diethylcarbamoyl)-9,10-dimethoxy-2,3,4,6,7,11b-hexahydro-1H-pyrido[2,1-a]isoquinolin-2-yl] acetate
2-Hydroxy-3-diethylcarbamyl-9,10-dimethoxy-1,2,3,4,6,7-hexahydro-11bH-benzoquinolizine acetate2H-Benzo(a)quinolizine-3-carboxamide, N,N-diethyl-1,3,4,6,7,11b-hexahydro-2-hydroxy-9,10-dimethoxy-, acetate (ester)NSC-108159NSC-1691932-Acetoxy-3-(N,N-diethylcarboxamido)-9,10-dimethoxy-1,2,3,4,6,7-hexahydro-11bH-benzopyridocoline2-Acetoxy-3-diethylcarbamyl-9,10-dimethoxy-1,2,3,4,6,7-hexahydro-11b-benzo(a)quinolizineDTXCID7026572-(Acetyloxy)-N,N-diethyl-1,3,4,6,7,11b-hexahydro-9,10-dimethoxy-2H-benzo(a)quinolizine-3-carboxamide

데이터베이스 식별자

CAS
23844-24-8、63-12-7
PubChem CID
2342

물성

구조 계산 물성

XLogP
2.1
극성 표면적
68.3 Ų
수소 결합 공여자 수
0
수소 결합 수용자 수
6
회전 가능 결합 수
7
무거운 원자 수
29
형식 전하
0
복잡도
582

실험 및 물리화학적 성질

DrugsDEA NFLIS-Drug Category -> Depressants and Tranquilizers
LogP1.7
Color/FormCRYSTALS FROM DIISOPROPYL ETHER
Solubility4.90e-01 g/L
Human DrugsPharmaceuticals
Endocrine DisruptorsPotential endocrine disrupting compound
Melting Point · 3건

130-131.5

130-131.5 °C

131 °C

Physical DescriptionSolid
Stability/Shelf LifeSTABLE UP TO 5 YR @ 25 °C & UP TO 6% RELATIVE HUMIDITY; LIGHT-SENSITIVE; STABLE IN SOLN BETWEEN PH 2 & 4 /HCL/
Other Experimental PropertiesWHITE OR PALE YELLOW CRYSTALLINE POWDER; MP: 222-230 °C; DOES NOT EXHIBIT POLYMORPHISM; PKA 5.9; 1 G IS SOL IN ABOUT 12.5 ML WATER, 4 ML ALC, & 285 ML ACETONE /HCL/

물리화학적 성질

안전 및 규제

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

유해성 정보

Regulatory Information · 1건

2H-Benzoaquinolizine-3-carboxamide, 2-(acetyloxy)-N,N-diethyl-1,3,4,6,7,11b-hexahydro-9,10-dimethoxy-: Does not have an individual approval but may be used as a component in a product covered by a group standard. It is not approved for use as a chemical in its own right.

독성 정보

Human Toxicity Excerpts · 2건

DROWSINESS APPEARS TO BE MOST COMMON ADVERSE EFFECT. OTHER ADVERSE REACTIONS... /INCL/ DRY MOUTH, SHIVERING, SWEATING, HICCOUGHS, FLUSHING, SALIVATION, & BLURRED VISION...HYPERTENSION, HYPOTENSION, DIZZINESS, ATRIAL FIBRILLATION, & PREMATURE AURICULAR & VENTRICULAR CONTRACTIONS...INSOMNIA, RESTLESSNESS, HEADACHE... /HCL/

...ADVERSE REACTIONS REPORTED ARE AS FOLLOWS: ...EXCITEMENT, NERVOUSNESS... ANOREXIA, NAUSEA...TWITCHING, SHAKING, TREMORS, & WEAKNESS...FATIGUE, CHILLS, INCR TEMP. /HCL/

안전 데이터

독성
LD50 orally in rats: 990 mg/kg; i.p. in mice: 376 mg/kg (Goldenthal)
유해 물질 데이터
63-12-7(Hazardous Substances Data)

화학 및 산업

약리 정보

PharmacodynamicsBenzquinamide is an antiemetic compound with antihistaminic, mild anticholinergic, and sedative properties.
Mechanism of Action · 2건

The mechanism of action is not known, but presumably benzquinamide works via antagonism of muscarinic acetycholine receptors and histamine H1 receptors.

LIKE PHENOTHIAZINES, IT APPARENTLY INHIBITS STIMULI @ CHEMORECEPTOR TRIGGER ZONE. HOWEVER, IN CONTRAST...INCR CARDIAC OUTPUT, BLOOD PRESSURE, & RESP HAVE BEEN NOTED BOTH EXPTL & CLINICALLY WITH BENZQUINAMIDE. /HCL/

Biological Half-Life1-1.6 hours (for all formulations)
Metabolism/Metabolites · 2건

BENZQUINAMIDE YIELDS 2-ACETOXY-3-(N,N-DIETHYLCARBOXAMI DO)-1,2,3,4,6,7-HEXAHYDRO-9-HYDROXY-10-METHOXY-11BH-BENZOQUINOLIZINE & 2-ACETOXY-3-(N-ETHYLCARBOXAMIDO)-1,2,3,4,6,7-HEXAHYDRO- 9,10-DIMETHOXY-11BH-BENZOQUINOLIZINE IN MAN & DOG: WISEMAN, EH ET AL, BIOCHEM PHARMAC 13, 1421 (1964). /FROM TABLE/

BENZQUINAMIDE YIELDS 3-(N,N-DIETHYLCARBOXAMIDO)-1,2,3, 4,6,7-HEXAHYDRO-2-HYDROXY-9,10-DIMETHOXY-11BH-BENZOQUINOLIZINE IN MAN & DOG: WISEMAN, EH ET AL, BIOCHEM PHARMAC 13, 1421 (1964). /FROM TABLE/

Absorption, Distribution and ExcretionIncomplete, with 33–39% bioavailability via the capsule and suppository routes, relative to the intramuscular route.
Cellular LocationsMembrane

용도 및 제조

UsesMEDICATION
Methods of ManufacturingTRETTNER, US PATENT 3,053,845 (1962 TO PFIZER)
Formulations/PreparationsDOSAGE FORMS: INJECTION: 50 MG TO BE RECONSTITUTED WITH 2.2 ML STERILE WATER /HCL/

관련 반응

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이 페이지에서기본 정보개요이름 및 식별자물성안전 및 규제화학 및 산업관련 반응화합물 노트
DTXSID
DTXSID9022657
ChEMBL
CHEMBL1201250
ChEBI
CHEBI:27662
Nikkaji
J4.826G
녹는점
130 · 130-131.5°
끓는 점
531 · 531.0±50.0 °C(Predicted)
밀도
1.19 · 1.19±0.1 g/cm3(Predicted)
저장 조건
-20 °C · Store at -20°C
용해도
DMSO에 용해됨
산도 계수 (pKa)
5.9 · pKa 5.9 (Uncertain)
Use ClassificationPharmaceuticals

응용 분야

용도Anti-emetic.

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