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6-아미노 카프로산

6-Azaniumylhexanoate

HCID 517030
새 노트새 반응견적 요청하기
인쇄 미리보기
기본 정보개요이름 및 식별자물성안전 및 규제화학 및 산업관련 반응화합물 노트
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기본 정보

CAS
60-32-2
표준 SMILES
[NH3+]CCCCCC(=O)[O-]
InChIKey
SLXKOJJOQWFEFD-UHFFFAOYSA-N
분자식
C6H13NO2
평균 분자량
131.17 g/mol
단동위원소 질량
131.09462866

개요

6-aminohexanoic acid zwitterion is zwitterionic form of 6-aminohexanoic acid arising from migration of a proton from the carboxy group to the amino group; major species at pH 7.3. It is a conjugate acid of a 6-aminohexanoate. It is a tautomer of a 6-aminohexanoic acid.

이름 및 식별자

우선 이름
6-Azaniumylhexanoate
IUPAC
6-azaniumylhexanoate
현지명
6-아미노 카프로산
영어명
6-Aminocaproic acid
분자식
C6H13NO2
분자량
131.17

이름 및 동의어

6-azaniumylhexanoatee-amino-n-caproic acid6-amino-n-caproic acid1319-82-06-aminocapronate6-ammoniohexanoateepsilon-amino-N-caproate6-aminohexanoic acid zwitterionCHEBI:578266-아미노카프로산아미노캅프로산ε-아미노카프로산
이름 더 보기
아미노캅프로산6-아미노카프로익애씨드아미노카프로익애씨드아미노카프로익애씨드및그염류6-아미노캅프로 산6-아미노-헥사오익 산6-아미노헥산오익 산6-아밈노-N-헥산오익 산아미노캅프로 산아미카르엡실론-노르루신엡실론-루신엡실론-아미노-N-캅프로 산엡실론-아미노캅프로 산엡실론-아미노헥산오익 산엡실카프라민오메가-아미노캅프로 산6-AMINOHEXANOIC ACIDEACAAminocaproic6-aminohexanoateH-ACP-OHAmicar6-Amino-n-caprioc acidEPSILON-AMINOCAPROIC ACIDHepin177 J.D

데이터베이스 식별자

CAS
60-32-2
PubChem CID
517030
ChEBI
CHEBI:57826
Nikkaji
J437.063E

물성

구조 계산 물성

XLogP
-2.3
극성 표면적
67.8 Ų
수소 결합 공여자 수
1
수소 결합 수용자 수
2
회전 가능 결합 수
4
무거운 원자 수
9
형식 전하
0
복잡도
77.6

실험 및 물리화학적 성질

LipidsFatty Acyls [FA] -> Fatty Acids and Conjugates [FA01] -> Amino fatty acids [FA0110]
LogP-2.95
Solubility505.0 mg/mL at 25 °C
Melting Point205 °C
Physical DescriptionSolid
Dissociation Constants4.43 (at 25 °C)

물리화학적 성질

녹는점
207 · 207-209 °C (dec.) (lit.)
끓는 점
242.49 °C · 242.49°C (rough estimate)
밀도
1.042 g/cm3 · 1.042 g/cm3
증기압
0.1 hPa · <0.1 hPa (20 °C)
굴절률
1.487 · 1.4870 (estimate)
인화점
207 · 207-209°C
저장 조건
30 °C · Store below +30°C.
용해도
2 O: · H2O: 50 mg/mL
물리적 상태
가루
산도 계수 (pKa)

안전 및 규제

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

안전 데이터

wgk
2
tsca
TSCA listed
rtecs
MO6300000
독성
LD50 in rats (g/kg): 7.0 i.p.; ~3.3 i.v. (Hallesy)
HS 번호
29224995
risk_code
36/37/38
hazard_code
Xi
safety_code
26-36
기존화학 물질
KE-01382
스토리지 클래스
11 - Combustible Solids
유해 물질 데이터
60-32-2(Hazardous Substances Data)

화학 및 산업

약리 정보

Pharmacodynamics · 1건

Aminocaproic acid works as an antifibrinolytic. It is a derivative of the amino acid lysine. The fibrinolysis-inhibitory effects of aminocaproic acid appear to be exerted principally via inhibition of plasminogen activators and to a lesser degree through antiplasmin activity. Aminocaproic acid may be a possible prophylactic for vascular disease, as it may prevent formation of lipoprotein (a), a risk factor for vascular disease.

Mechanism of Action · 1건

Aminocaproic acid binds reversibly to the kringle domain of plasminogen and blocks the binding of plasminogen to fibrin and its activation to plasmin. With NO activation of plasmin, there is a reduction in fibrinolysis. This consequently will reduce the amount of bleeding post surgery. Elevated plasma levels of lipoprotein(a) have been shown to increase the risk of vascular disease. Lipoprotein 9a)a has two components, apolipoprotein B-100, linked to apolipoprotein (a). Aminocaproic acid may change the conformation of apoliprotein (a), changing its binding properties and potentially preventing the formation of lipoprotein (a).

Biological Half-LifeThe terminal elimination half-life is approximately 2 hours.
Metabolism/MetabolitesSixty-five percent of the dose is recovered in the urine as unchanged drug and 11% of the dose appears as the metabolite adipic acid.
Absorption, Distribution and Excretion · 4건

Absorbed rapidly following oral administration. In adults, oral absorption appears to be a zero-order process with an absorption rate of 5.2 g/hr. The mean lag time in absorption is 10 minutes. After a single oral dose of 5 g, absorption was complete (F=1).

Renal excretion is the primary route of elimination, whether aminocaproic acid is administered orally or intravenously.

23.1 ± 6.6 L

169 mL/min

Tissue LocationsEpidermis
Cellular LocationsExtracellular

관련 반응

1건
반응 기록 만들기
HRID 1017119 반응식
HRID 1017119반응물로uspto-grants-2002_11

화합물 노트

불러오는 중…

이 페이지에서기본 정보개요이름 및 식별자물성안전 및 규제화학 및 산업관련 반응화합물 노트
더보기
새 노트새 반응견적 요청하기
4.373 · 4.373(at 25℃)
색상
하얀색
수소이온지수(pH)
7 · 7.0-7.5 (50g/l, H2O, 20℃)
냄새
냄새 없는
생물학적 소스
synthetic (organic)
수용성
녹는
Merck
14 · 14,432
BRN
906872 · 906872
InChI
1S/C6H13NO2/c7-5-3-1-2-4-6(8)9/h1-5,7H2,(H,8,9)
InChIKey
SLXKOJJOQWFEFD-UHFFFAOYSA-N
SMILES
NCCCCCC(O)=O
LogP
0.027 · 0.027 (est)
NIST
6 · Hexanoic acid, 6-amino-(60-32-2)
EPA
6 · Hexanoic acid, 6-amino- (60-32-2)

화학적 성질

white crystalline powder. Leaf crystals were obtained from ether. Odorless, bitter taste. Melting point 202 ~ 207 ℃ (decomposition). Soluble in water, slightly soluble in methanol, insoluble in ethanol, ether and chloroform.

Metabolite Pathways
Aminocaproic Acid Action Pathway
응용 분야 · 1건

일반 설명6-Aminocaproic acid is a synthetic inhibitor of fibrinolysis and is utilized for the control of excessive bleeding in patients with amegakaryocytic thrombocytopenia. It also is a protease inhibitor that displays anticancer activity but is limited by cytotoxicity.

제조 방법

6-aminocaproic acid is obtained by hydrolysis of 6-(N-benzoylamino)capronitrile in the presence of hydrochloric acid, or by hydrolysis of caprolactam in the presence of hydrochloric acid, and then treated with ammonium hydroxide.

상·하류 제품 정보

상류 원료

암모니아수4-아미노-3-하이드록시-1-나프탈렌술폰산카프로락탐물

하류 제품

Capobenic acid메실산가벡세이트N-tert-부톡시카르보닐-1,6-헥산디아민5- 카르복시 펜틸 트리 페닐 포스 포늄 브로마이드데카노일(노르말)클로라이드NERIDRONATE SODIUM HYDRATELC-LC(+)-비오틴6-아지도헥산산1,8-디아자시클로테트라데칸-2,9-디온메틸6-아미노카프로에이트염산염RGFP 109(+)-비오틴-엡실론-아미노카프로산
추가 설명 · 1건

정의ChEBI: 6-aminohexanoic acid is an epsilon-amino acid comprising hexanoic acid carrying an amino substituent at position C-6. Used to control postoperative bleeding, and to treat overdose effects of the thrombolytic agents streptokinase and tissue plasminogen activator. It has a role as an antifibrinolytic drug, a hematologic agent and a metabolite. It is an epsilon-amino acid and an omega-amino fatty acid. It derives from a hexanoic acid. It is a conjugate acid of a 6-aminohexanoate. It is a tautomer of a 6-aminohexanoic acid zwitterion.