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1H-이미다졸, 4,5-다이하이드로-2-(1-나프탈레닐메틸)-,모노하이드로클로라이드

Naphazoline Hydrochloride

HCID 11079
노트반응
기본 정보개요이름 및 식별자물성안전 및 규제화학 및 산업관련 반응화합물 노트
부분 구조 검색유사 구조 찾기

기본 정보

CAS
550-99-2
표준 SMILES
Cl.c1ccc2c(CC3=NCCN3)cccc2c1
InChIKey
DJDFFEBSKJCGHC-UHFFFAOYSA-N
분자식
C14H14N2.ClH
평균 분자량
246.73 g/mol
단동위원소 질량
246.0923762

개요

Naphazoline is an organic molecular entity.

이름 및 식별자

우선 이름
Naphazoline Hydrochloride
IUPAC
2-(naphthalen-1-ylmethyl)-4,5-dihydro-1H-imidazole;hydrochloride
현지명
1H-이미다졸, 4,5-다이하이드로-2-(1-나프탈레닐메틸)-,모노하이드로클로라이드
영어명
Naphazoline hydrochloride
분자식
C14H14N2.ClH
분자량
246.74

이름 및 동의어

NAPHAZOLINE HYDROCHLORIDE550-99-2NAPHAZOLINE HCLAlbalonVasoconOpconRhinantinRhinoperdStricylonNiazolNaphcon fortePrivine hydrochloride
이름 더 보기
1H-이미다졸,4,5-다이하이드로-2-(1-나프탈레닐메틸)-,모노하이드로클로라이드나파졸린하이드로클로라이드Naphazoline hydrochloride (Naphcon)4,5-DIHYDRO-2-(1-NAPHTHYLMETHYL)-1H-IMIDAZOLE HYDROCHLORIDEcleranaphcon
2-(1-Naphthylmethyl)-2-imidazoline hydrochlorideNaphazoline chlorideColdanSanorinPrizole hydrochlorideNAFAZAIRDTXSID7045788NSC-35711

데이터베이스 식별자

CAS
550-99-2
PubChem CID
11079
DTXSID
DTXSID7045788
ChEMBL
CHEMBL1706
ChEBI
CHEBI:7470
UNII
MZ1131787D
EC Number
208-989-2

물성

구조 계산 물성

극성 표면적
24.4 Ų
수소 결합 공여자 수
2
수소 결합 수용자 수
1
회전 가능 결합 수
2
무거운 원자 수
17
형식 전하
0
복잡도
272

실험 및 물리화학적 성질

pHA 1% aqueous solution has a pH of about 6.2
OdorODORLESS
TasteBitter
Color/FormWHITE CRYSTALLINE POWDER
Solubility · 3건

Soluble in ethanol; slightly soluble in chlorform; insoluble in benzene and ether

In water, 4.0X10+5 mg/L at 25 °C

>37 [ug/mL] (The mean of the results at pH 7.4)

Human Drugs · 2건

FDA approved drugs -> Active ingredient

FDA approved drugs -> Active ingredient

Melting Point255-260 °C
Stability/Shelf LifeNAPHAZOLINE HYDROCHLORIDE WAS STABLE FOR 2 MO @ 5 & 15 °C.
Dissociation ConstantspKa = 10.35 (25 °C); pKa = 10.13 (35 °C); pKa = 9.92 (45 °C)
Collision Cross Section148.5 Ų [M+H]+ [CCS Type: TW; Method: calibrated with polyalanine and drug standards]
Other Experimental PropertiesDECOMP @ 253-258 °C

안전 및 규제

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

GHS 분류

GHS Classification · 4건

Danger

H300 (86.3%): Fatal if swallowed [Danger Acute toxicity, oral]

P264, P270, P301+P316, P321, P330, P405, and P501 (click each P-code to see the statement)

Aggregated GHS information provided per 51 reports by companies from 7 notifications to the ECHA C&L Inventory.

유해성 정보

Regulatory Information · 2건

Chemical: 1H-Imidazole, 4,5-dihydro-2-(1-naphthalenylmethyl)-, monohydrochloride

NAPHAZOLINE HYDROCHLORIDE: Does not have an individual approval but may be used under an appropriate group standard

Other Safety InformationIMAP assessments - 1H-Imidazole, 4,5-dihydro-2-(1-naphthalenylmethyl)-, monohydrochloride: Environment tier I assessment
FDA Requirements · 3건

Nasal decongestant active ingredients. The active ingredient of the product consists of any of the following when used within the dosage limits and in the dosage forms established for each ingredient: ... Topical nasal decongestants: naphazoline hydrochloride.

Ophthalmic vasoconstrictors. The active ingredient of the product consists of one of the following, within the established concentration for each ingredient: ... Naphazoline hydrochloride, 0.01 to 0.03 percent.

The Approved Drug Products with Therapeutic Equivalence Evaluations List identifies currently marketed prescription and over-the-counter drug products, incl naphazoline hydrochloride, approved on the basis of safety and effectiveness by FDA under sections 505 of the Federal Food, Drug, and Cosmetic Act.

DOT Emergency Guidelines · 5건

/GUIDE 154: SUBSTANCES - TOXIC AND/OR CORROSIVE (NON-COMBUSTIBLE)/ Health: TOXIC; inhalation, ingestion, or skin contact with material may cause severe injury or death. Contact with molten substance may cause severe burns to skin and eyes. Avoid any skin contact. Effects of contact or inhalation may be delayed. Fire may produce irritating, corrosive and/or toxic gases. Runoff from fire control or dilution water may be corrosive and/or toxic and cause pollution. /Poisonous solid, organic, NOS; Toxic solid, organic, NOS (Naphazoline hydrochloride)/

화학 및 산업

약리 정보

Mechanism of Action · 2건

Naphazoline constricts the vascular system of the conjunctiva. It is presumed that this effect is due to direct stimulation action of the drug upon the alpha-adrenergic receptors in the arterioles of the conjunctiva, resulting in decreased conjunctival congestion.

The mechanism of action of naphazoline has not been conclusively determined. Most pharmacologists believe that the drug directly stimulates alpha-adrenergic receptors of the sympathetic nervous system and exerts little or no effect on beta-adrenergic receptors. Following topical application of naphazoline to the conjunctiva, small arterioles are constricted and conjunctival congestion is temporarily relieved, but reactive hyperemia may occur. The drug also may produce mydriasis when applied to the conjunctiva, but this effect is usually minimal with the concentrations used as ocular decongestants.

MeSH Pharmacological Classification · 2건

Drugs that selectively bind to and activate alpha adrenergic receptors.

Drugs designed to treat inflammation of the nasal passages, generally the result of an infection (more often than not the common cold) or an allergy related condition, e.g., hay fever. The inflammation involves swelling of the mucous membrane that lines the nasal passages and results in inordinate mucus production. The primary class of nasal decongestants are vasoconstrictor agents. (From PharmAssist, The Family Guide to Health and Medicine, 1993)

Absorption, Distribution and Excretion · 1건

Following topical application of naphazoline hydrochloride solutions to the conjunctiva, local vasoconstriction usually occurs within 10 minutes and may persist for 2-6 hours. Occasionally, enough naphazoline may be absorbed to produce systemic effects. Information on the distribution and elimination of the drug in humans is not available

용도 및 제조

Uses · 3건

THERAP CAT: Adrenergic (vasoconstrictor); decongestant /Naphazoline/

MEDICATION

The imidazoline derivative naphazoline, an alpha-2-adrenergic agonist, is used as non-prescription eye and nasal preparation because of its vasoconstrictive and decongestive properties.

관련 반응

0건
반응 기록 만들기

현재 필터 조건에 해당하는 반응 기록이 없습니다.

화합물 노트

불러오는 중…

이 페이지에서기본 정보개요이름 및 식별자물성안전 및 규제화학 및 산업관련 반응화합물 노트

물리화학적 성질

녹는점
254 · 254-260 °C
저장 조건
Keep in dark place,Inert atmosphere,Room temperature
용해도
물에 잘 녹고 에탄올에 녹습니다(96%).
산도 계수 (pKa)
pKa (25°C) 10.35 ±0.02, (35°C) 10.13 ±0.02, (45°C) 9.92 ±0.03; pKa (25°C) 10.35 ±0.02, (35°C) 10.13 ±0.02, (45°C) 9.92 ±0.03
물리적 상태
결정성 분말
색상
하얀색
수소이온지수(pH)
pH (50g/l, 25℃) : 4.0~6.0
수용성
170 g/L · 170g/L(20℃)
Merck
14 · 14,6368
BRN
3716843 · 3716843
안정성
흡습성
주요 응용
의약품(소분자)
화장품 원료 기능
피부 컨디셔닝 - 기타
InChI
InChI=1S/C14H14N2.ClH/c1-2-7-13-11(4-1)5-3-6-12(13)10-14-15-8-9-16-14;/h1-7H,8-10H2,(H,15,16);1H
InChIKey
DJDFFEBSKJCGHC-UHFFFAOYSA-N
SMILES
C(C1C2C(=CC=CC=2)C=CC=1)C1NCCN=1.[H]Cl

화학적 성질

White or almost white, crystalline powder.

/GUIDE 154: SUBSTANCES - TOXIC AND/OR CORROSIVE (NON-COMBUSTIBLE)/ Fire or Explosion: Non-combustible, substance itself does not burn but may decompose upon heating to produce corrosive and/or toxic fumes. Some are oxidizers and may ignite combustibles (wood, paper, oil, clothing, etc.). Contact with metals may evolve flammable hydrogen gas. Containers may explode when heated. /Poisonous solid, organic, NOS; Toxic solid, organic, NOS (Naphazoline hydrochloride)/

/GUIDE 154: SUBSTANCES - TOXIC AND/OR CORROSIVE (NON-COMBUSTIBLE)/ Public Safety: CALL Emergency Response Telephone Number ... . As an immediate precautionary measure, isolate spill or leak area in all directions for at least 50 meters (150 feet) for liquids and at least 25 meters (75 feet) for solids. Keep unauthorized personnel away. Stay upwind. Keep out of low areas. Ventilate enclosed areas. /Poisonous solid, organic, NOS; Toxic solid, organic, NOS (Naphazoline hydrochloride)/

/GUIDE 154: SUBSTANCES - TOXIC AND/OR CORROSIVE (NON-COMBUSTIBLE)/ Protective Clothing: Wear positive pressure self-contained breathing apparatus (SCBA). Wear chemical protective clothing that is specifically recommended by the manufacturer. It may provide little or no thermal protection. Structural firefighters' protective clothing provides limited protection in fire situations ONLY; it is not effective in spill situations where direct contact with the substance is possible. /Poisonous solid, organic, NOS; Toxic solid, organic, NOS (Naphazoline hydrochloride)/

For more DOT Emergency Guidelines (Complete) data for NAPHAZOLINE HYDROCHLORIDE (8 total), please visit the HSDB record page.

Hazard Classes and CategoriesAcute Tox. 2 (86.3%)

안전 및 보호

Storage Conditions · 1건

Naphazoline hydrochloride ophthalmic solutions should be protected from light and should be stored in tight, light-resistant containers. The drug is degraded in the presence of aluminum and, therefore, should not be stored in aluminum containers. ... Fixed combinations containing naphazoline hydrochloride and antazoline phosphate should be stored at temperatures less than 25 °C.

Disposal Methods · 1건

SRP: At the time of review, criteria for land treatment or burial (sanitary landfill) disposal practices are subject to significant revision. Prior to implementing land disposal of waste residue (including waste sludge), consult with environmental regulatory agencies for guidance on acceptable disposal practices.

독성 정보

Interactions · 3건

Patients being treated with monoamine oxidase (MAO) inhibitors may experience a severe hypertensive reaction if administered with a sympathomimetic drug. Although this reaction has not specifically been reported with naphazoline, the possibility of such an interaction should be considered.

Concurrent use of maprotiline or tricyclic antidepressants with naphazoline hydrochloride may potentiate the pressor effects of naphazoline.

PENTOBARBITONE APPEARS TO ENHANCE HYPOTENSIVE ACTION OF ALPHA-SYMPATHOMIMETIC DRUGS, INCL NAPHAZOLINE HYDROCHLORIDE.

Human Toxicity Excerpts · 5건

/SIGNS AND SYMPTOMS/ Overdosage of the drug may produce drowsiness, decreased body temperature, bradycardia, shock-like hypotension, and coma.

/SIGNS AND SYMPTOMS/ Excessive dosage of topically applied naphazoline hydrochloride may cause marked sedation in children, and, if severe, symptomatic and supportive therapy should be initiated. One manufacturer states that 0.1% naphazoline hydrochloride ophthalmic solution is contraindicated in infants and children, since CNS depression possibly progressing to coma and hypothermia may occur in children, especially infants.

/SIGNS AND SYMPTOMS/ Naphazoline, a sympathomimetic and an imidazoline derivative, is used as 0.05-0.1% solution for local decongestion of the nasal and ocular mucosa. In excessive dosage, or if ingested by accident, may cause depression of the central nervous system (disturbances of consciousness progressing to coma), hypothermia, bradycardia and sweating. These naphazoline effects are particularly strongly pronounced in children. Anglo-Saxon pharmacotherapy excludes the application of naphazoline nasal drops in children younger than six years, whereas the Croatian pharmacotherapeutic literature (and practice) allows its use even in infancy. At the Kantrida Pediatric Clinic, Clinical Hospital Center in Rijeka, 11 children with signs of intoxication with naphazoline nasal drops were hospitalized from 1990 to 1992. The symptoms pertaining to the central nervous system i.e. disturbances of consciousness in the form of somnolence were clearly marked in all children. Some children developed skin pallor, bradycardia, bradypnoea and hypothermia. Resolution occurred within 24 hours and the findings returned to normal values. Clinical picture followed by rapid resolution and normal findings, with a personal history of drug taking, is a safe indication for diagnosis. There are several reasons to account for intoxication (drops difficult to use with children, containers inadequate for proper dosage), but the major factor is the age of the patient--all hospitalized children were younger than six years.

/SIGNS AND SYMPTOMS/ It is reported that many accidental poisonings in Japan are the result of ingestion of dermatologic preparations containing naphazoline hydrochloride; symptoms include somnolence, elevation of blood pressure, and bradycardia.

For more Human Toxicity Excerpts (Complete) data for NAPHAZOLINE HYDROCHLORIDE (11 total), please visit the HSDB record page.

Non-Human Toxicity Excerpts · 1건

/OTHER TOXICITY INFORMATION/ In dogs, signs of intoxication may include vomiting, bradycardia, cardiac arrhythmias, poor capillary refill time, hypotension or hypertension, panting, increased upper respiratory sounds, depression, weakness, nervousness, hyperactivity, or shaking. These signs appear within 30 min to 4 hr postexposure. In general, imidazoline decongestant exposure may affect the GI, cardiopulmonary, and nervous systems. /Imidazoline decongestions/

Populations at Special Risk · 3건

Patients with glaucoma should be advised not to use naphazoline hydrochloride ophthalmic solutions except under the advice and supervision of a physician. Ophthalmic solutions of the drug should not be used in patients with angle-closure glaucoma.

One manufacturer states that 0.1% naphazoline hydrochloride ophthalmic solution is contraindicated in infants and children, since CNS depression possibly progressing to coma and hypothermia may occur in children, especially infants.

Naphazoline hydrochloride ophthalmic solution should be used with caution in patients with hypertension, cardiovascular abnormalities, diabetes mellitus, hyperthyroidism, ... .

Antidote and Emergency Treatment · 2건

/VET:/ Decontamination may not be practical due to the rapid absorption and onset of clinical signs. Heart rate and rhythm and blood pressure should be assessed, and an ECG obtained if needed. IV fluids should be given, along with atropine at 0.02 mg/kg, IV, if bradycardia is present. Diazepam (0.25-0.5 mg/kg, IV) can be given if CNS signs (eg, apprehension, shaking) are present. Serum electrolytes (ie, potassium, sodium, chloride) should be assessed and corrected as needed. Yohimbine, which is a specific a2-adrenergic antagonist, can also be used at 0.1 mg/kg, IV, and repeated in 2-3 hr if needed. /Imidazoline decongestants/

No specific antidote is available but a symptomatic drug therapy with intravenous administration of phentolamine, an alpha-adrenoceptor antagonist acts against the vasoconstrictive side effects. Because of the serious side effects and the narrow therapeutic to toxic window of naphazoline a strict observance of guidelines and contradictions, such as maximum dose, is necessary.

Non-Human Toxicity ValuesLD50 Rat sc 385 mg/kg

규제 정보

FDA Requirements · 3건

Nasal decongestant active ingredients. The active ingredient of the product consists of any of the following when used within the dosage limits and in the dosage forms established for each ingredient: ... Topical nasal decongestants: naphazoline hydrochloride.

Ophthalmic vasoconstrictors. The active ingredient of the product consists of one of the following, within the established concentration for each ingredient: ... Naphazoline hydrochloride, 0.01 to 0.03 percent.

The Approved Drug Products with Therapeutic Equivalence Evaluations List identifies currently marketed prescription and over-the-counter drug products, incl naphazoline hydrochloride, approved on the basis of safety and effectiveness by FDA under sections 505 of the Federal Food, Drug, and Cosmetic Act.

안전 데이터

wgk
3
rtecs
NJ4375000
ridadr
UN 2811 6.1/PG 2
독성
LD50 s.c. in rats: 385 mg/kg (Gylfe)
HS 번호
29339900
risk_code
25-23/24/25-20/21/22
hazard_code
T,Xn
safety_code
45-36/37/39-24/25
포장분류
III
위험 등급
6.1
스토리지 클래스
11 - Combustible Solids
유해 물질 데이터
550-99-2(Hazardous Substances Data)
Methods of ManufacturingIN ALMOST QUANTITATIVE YIELDS BY HEATING 1-NAPHTHYLACETONITRILE WITH ETHYLENEDIAMINE MONOHYDROCHLORIDE @ 175 TO 200 °C FOR 1 HR. AMMONIA IS...BY-PRODUCT.
Formulations/Preparations · 3건

Ophthalmic: Solution: 0.012% All Clear ( with benzalkonium chloride), (Bausch & Lomb), Clear Eyes ( with benzalkonium chloride and glycerin 0.2%), (Prestige Brands), Naphcon ( with benzalkonium chloride), (Alcon); 0.03% All Clear AR ( with benzalkonium chloride), (Bausch & Lomb); 0.1% AK-Con ( with benzalkonium chloride), (Akorn), Albalon ( with benzalkonium chloride), (Allergan), Naphazoline Hydrochloride Ophthalmic Solution, (Bausch & Lomb).

Ophthalmic: Solution: 0.012% with Zinc Sulfate 0.25% Clear Eyes ACR ( with benzalkonium chloride and glycerin 0.2%), (Prestige Brands); 0.025% with Pheniramine Maleate 0.3% Naphcon-A (with benzalkonium chloride), (Alcon) Visine A , (Pfizer); 0.027% with Pheniramine Maleate 0.315% Opcon A, (Bausch & Lomb); 0.05% with Antazoline Phosphate 0.5% Vasocon-A ( with benzalkonium chloride), (Novartis).

Trade names: Ak-Con (Akorn); Albalon (Allergan); Allerest Eye Drops (Pharmacraft); Allergy Drops (Bausch & Lomb); Clear Eyes (Ross); Clera (Person and Covey); Comfort Eye Drops, Degest 2 (Barnes-Hind); Imidazyl (Allergan); Naphcon (Alcon); I-Naphline (Americal); Opcon (Bausch & Lomb); Optazine (Lederle); Otrivin, Privin, Privina, Privine (Ciba); Vasocon Regular (IOLAB).

응용 분야

용도이 제품은 혈관 수 축제입니다. 랫트 피하 주사는 LD50 385 mg / kg이다,아드레날린 성 차단제,항히스타민 제.

용도Naphazoline Hydrochloride is a useful synthetic intermediate used in eye drops. A vasoconstrictor.

상·하류 제품 정보

상류 원료

1-메틸이미다졸1-나프탈렌아세트산이미다졸리딘에틸렌디아민

공급사100 곳

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