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FAMOTI디NE

Gastro

HCID 3325
노트반응
기본 정보개요이름 및 식별자물성안전 및 규제화학 및 산업관련 반응화합물 노트
부분 구조 검색유사 구조 찾기

기본 정보

CAS
76824-35-6
표준 SMILES
NC(N)=Nc1nc(CSCCC(N)=NS(N)(=O)=O)cs1
InChIKey
XUFQPHANEAPEMJ-UHFFFAOYSA-N
분자식
C8H15N7O2S3
평균 분자량
337.5 g/mol
단동위원소 질량
337.04493627

개요

Famotidine is a member of guanidines, a sulfonamide and a member of 1,3-thiazoles. It has a role as a H2-receptor antagonist, an anti-ulcer drug and a P450 inhibitor.

이름 및 식별자

우선 이름
Gastro
IUPAC
3-[[2-(diaminomethylideneamino)-1,3-thiazol-4-yl]methylsulfanyl]-N'-sulfamoylpropanimidamide
현지명
FAMOTI디NE
영어명
Famotidine
분자식
C8H15N7O2S3
분자량
337.45

이름 및 동의어

FamogardFamopsinFamovaneMensomaNevofamPurifamBrolinHacipGastroFamotidine-13C3ApogastineGastrodomina
이름 더 보기
FAMOTI디NEFAMOTI디NE(FAMOTIDINE)pepdinepepcidIfadaganormk208gastermotiaxmucloxpepdulpeptan
GastrosidinAntodineBestidineBlocacidConfobosCuantinDispronilFamocid

데이터베이스 식별자

CAS
76824-35-6
PubChem CID
3325
DTXSID
DTXSID5023039
ChEBI
CHEBI:4975

물성

구조 계산 물성

XLogP
-0.6
극성 표면적
238 Ų
수소 결합 공여자 수
4
수소 결합 수용자 수
8
회전 가능 결합 수
7
무거운 원자 수
20
형식 전하
0
복잡도
469

실험 및 물리화학적 성질

Drugs · 3건

Pharmaceuticals -> Listed in ZINC15

Pharmaceuticals -> Gastric and Ulcer Drugs

Pharmaceuticals

LogP · 2건

-0.64

-0.56

Solubility1.0 mg/mL at 20 °C
Melting Point163.5 °C
Physical DescriptionSolid
Collision Cross Section · 4건

174.3 Ų [M+Na]+ [CCS Type: DT; Buffer gas: N2; Ionization: ESI+; Dataset: TOXCAST; Source Identifier: DTXSID5023039]

171.05 Ų [M+Na]+ [CCS Type: TW; Method: calibrated with polyalanine and drug standards]

167.2 Ų [M+H]+ [CCS Type: TW; Method: calibrated with polyalanine and drug standards]

165.9 Ų [M+H]+ [CCS Type: TW; Method: Major Mix IMS/Tof Calibration Kit (Waters)]

물리화학적 성질

녹는점
163 · 163-164°C
끓는 점
562.7 · 562.7±60.0 °C(Predicted)
밀도
1.5111 · 1.5111 (rough estimate)
증기압
1e-7 kPa · <0.0000001 kPa ( 25 °C)

안전 및 규제

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

안전 데이터

wgk
2
rtecs
UA2300000
독성
LD50 i.v. in mice: 244.4 mg/kg (Yasufumi)
HS 번호
29341000
risk_code
20/21/22-45-61
hazard_code
T
safety_code
22-24/25-53-45-36/37/39
기존화학 물질
KE-01425
스토리지 클래스
11 - Combustible Solids
유해 물질 데이터
76824-35-6(Hazardous Substances Data)

화학 및 산업

약리 정보

Protein BindingThe protein binding of famotidine is about 15 to 22%.
Pharmacodynamics · 1건

Famotidine decreases the production of gastric acid, suppresses acid concentration and pepsin content, and decreases the volume of gastric secretion. Famotidine inhibits both basal and nocturnal gastric acid secretion, as well as acid secretion stimulated by food, caffeine, insulin, and pentagastrin. Famotidine has a dose-dependent therapeutic action, with the highest dose having the most extended duration of action and the highest inhibitory effect on gastric acid secretion. Following oral administration, the onset of action is within one hour, and the peak effect is reached within 1-3 hours. The duration of effect is about 10-12 hours.

Mechanism of Action · 1건

Histamine acts as a local hormone that stimulates the acid output by parietal cells via a paracrine mechanism. Neuroendocrine cells called enterochromaffin-like (ECL) cells lie close to the parietal cells and regulate the basal secretion of histamine. Histamine release is also promoted from stimulation by acetylcholine and gastrin, a peptide hormone. Gastrin (G) cells release gastrin, which works on CCK<sub>2</sub> receptors on ECL cells. This action promotes the release of histamine from ECL cells. Upon release, histamine acts on H<sub>2</sub> receptors expressed on the basolateral membrane of parietal cells, leading to increased intracellular cAMP levels and activated proton pumps on parietal cells. Proton pump releases more protons into the stomach, thereby increasing the secretion of acid. In conditions that are associated with acid hypersecretion such as ulcers, there is a loss of regulation of acid secretion. Famotidine works on H<sub>2</sub> receptors and blocks the actions of histamine.

Biological Half-LifeThe elimination half-life is about 2 to 4 hours. The half-life is expected to increase nonlinearly in patients with decreased renal function.
Metabolism/MetabolitesFamotidine undergoes minimal first-pass metabolism. About 25-30% of the drug is eliminated through hepatic metabolism. The only metabolite identified in humans is the S-oxide.

관련 반응

1건
반응 기록 만들기
HRID 699937 반응식
HRID 699937생성물로반응물로Training data from https://doi.org/10.1039/C8SC04228D (3/10)

화합물 노트

불러오는 중…

이 페이지에서기본 정보개요이름 및 식별자물성안전 및 규제화학 및 산업관련 반응화합물 노트
굴절률
1.74 · 1.7400 (estimate)
저장 조건
2 · 2-8°C
용해도
물에 아주 약간 녹고, 빙초산에 잘 녹고, 무수 에탄올에 아주 조금 녹고, 에틸 아세테이트에는 거의 녹지 않습니다. 묽은 무기산에 용해됩니다.
산도 계수 (pKa)
6.76 · pKa 6.76(H2O t=23.0) (Uncertain)
물리적 상태
Solid
색상
흰색에서 황백색까지
생물학적 소스
synthetic
수용성
1.1 mg/mL · 1.1mg/mL
BCS Class
3 · 3
안정성
감광성
주요 응용
의약품(소분자)
InChI
InChI=1S/C8H15N7O2S3/c9-6(15-20(12,16)17)1-2-18-3-5-4-19-8(13-5)14-7(10)11/h4H,1-3H2,(H2,9,15)(H2,12,16,17)(H4,10,11,13,14)
InChIKey
XUFQPHANEAPEMJ-UHFFFAOYSA-N
SMILES
C(NS(N)(=O)=O)(=N)CCSCC1=CSC(NC(N)=N)=N1
EPA
3 · Propanimidamide, 3-[[[2-[(aminoiminomethyl)amino]-4-thiazolyl]methyl]thio]-N-(aminosulfonyl)- (76824-35-6)

화학적 성질

White Powder

Absorption, Distribution and Excretion · 4건

Following oral administration, the absorption of famotidine is dose-dependent and incomplete. The oral bioavailability ranges from 40-50%, and the Cmax is reached in 1-4 hours post-dosing. While the bioavailability can be slightly increased with the intake of food and decreased by antacids, there is no clinical significance.

About 65-70% of the total administered dose of famotidine undergoes renal elimination, and 30-35% of the dose is cleared by metabolism. Following intravenous administration, about 70% of the drug is eliminated in the urine as an unchanged drug.

The steady-state volume of distribution ranges from 1.0 to 1.3 L/kg. Famotidine is found in breast milk; however, it is found in breast milk at the lowest concentrations compared to other H<sub>2</sub> receptor antagonists.

Renal clearance is 250-450 mL/min, indicating some tubular excretion. Because the renal clearance rate exceeds the glomerular filtration rate, famotidine is thought to be mainly eliminated via both glomerular filtration and renal tubular secretion.

Cellular LocationsCytoplasm
Metabolite PathwaysFamotidine Action Pathway
응용 분야 · 3건

개요Famotidine is a competitive histamine H2-receptor antagonist, and the main pharmacodynamic effect of famotidine is to cause the inhibition of gastric secretion. Famotidine on decomposition releases toxic products such as carbon oxides (CO, CO2), nitrogen oxides (NO, NO2), and sulphur oxides (SO2, SO3). Famotidine is a medication that is available both in prescription and over-the-counter forms. It is used to treat conditions related to the oesophagus, stomach, and intestines. Some specific famotidine is used for the treatment of duodenal ulcers, gastric ulcers (stomach ulcers), gastroesophageal reflux disease (GERD), and pathological hypersecretory conditions that occur when stomach acid is secreted/ produced in very large quantities, an abnormal health condition called ‘Zollinger-Ellison syndrome’.

용도Contact dermatitis from famotidine, a H2 -receptor agonist, was described in a nurse. In industry, three cases were reported due to intermediates of synthesis, 2- diamino-ethylene-amino-thiazolyl-methylenethiourea-dichloride and 4-chloromethyl-2-guanidinothiazolenitrochloride.

일반 설명Famotidine is a histamine H2-receptor antagonist, which promotes the healing of erosive esophagitis, gastric and duodenal ulcers since it inhibits the gastric acid secretion in humans.Pharmaceutical secondary standards for application in quality control, provide pharma laboratories and manufacturers with a convenient and cost-effective alternative to the preparation of in-house working standards.

상·하류 제품 정보

상류 원료

4-(클로로메틸)티아졸염화물아미디노티오요소설파마이드비스 (클로로메틸) 케톤수산화나트륨염산클로로(3-)피오니트릴

하류 제품

FaMotidine AMide IMpurity

공급사100 곳

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