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세미카바자이드 하이드로클로라이드

Semicarbazide hydrochloride

HCID 11236
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기본 정보개요이름 및 식별자물성안전 및 규제화학 및 산업관련 반응화합물 노트
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기본 정보

CAS
563-41-7
표준 SMILES
Cl.NNC(N)=O
InChIKey
XHQYBDSXTDXSHY-UHFFFAOYSA-N
분자식
CH5N3O.ClH
평균 분자량
111.53 g/mol
단동위원소 질량
111.0199395

개요

Snow white crystals. Used as a reagent for ketones and aldehydes with which it affords crystalline compounds having characteristic melting points. (EPA, 1998)

이름 및 식별자

우선 이름
Semicarbazide hydrochloride
IUPAC
aminourea;hydrochloride
현지명
세미카바자이드 하이드로클로라이드
영어명
Semicarbazide hydrochloride
분자식
CH6ClN3O
분자량
111.53

이름 및 동의어

SEMICARBAZIDE HYDROCHLORIDE563-41-7hydrazinecarboxamide hydrochlorideAminourea hydrochlorideSemicarbazide HClSemicarbazide chlorideAmidourea hydrochlorideHydrazinecarboxamide, monohydrochlorideCarbamylhydrazine hydrochlorideaminourea;hydrochlorideCarbamyl hydrazine.HClCH6ClN3O
이름 더 보기
세미카바자이드수화염화물세미카바자이드하이드로클로라이드세미카바자이드수화염화물(SEMICARBAZIDEHYDROCHLORIDE)세미카바자이드 하이드로클로라이드SEMSEM·HClSCA-HClSEMICARBAZIDE HYDROCHLORIDE REAGENTHYDRAZINE CARBOXAMIDE MONOHYDROCHLORIDESemicarbasideSemicarbazide-13C15N2, 98%) 100 UG/
Semicarbazide monohydrochlorideHydrazinecarboxamide monohydrochlorideHydrazinecarboxamide, hydrochlorideEK 226Semicarbazide, monohydrochlorideDTXSID4020244MFCD00013009Semicarbazide, hydrochloride

데이터베이스 식별자

CAS
563-41-7
PubChem CID
11236
DTXSID
DTXSID4020244
ChEMBL
CHEMBL1256355
ChEBI
CHEBI:82532
UNII
34854VG84B
EC Number
209-247-0

물성

구조 계산 물성

극성 표면적
81.1 Ų
수소 결합 공여자 수
4
수소 결합 수용자 수
2
회전 가능 결합 수
0
무거운 원자 수
6
형식 전하
0
복잡도
42.2

실험 및 물리화학적 성질

Chemical ClassesNitrogen Compounds -> Other Nitrogen Compounds
LogPlog Kow = -2.75
Color/Form · 2건

Prisms from dilute alcohol

White crystals

Solubility · 5건

Very soluble (NTP, 1992)

Freely sol in water with acid reaction; very slightly sol in hot alcohol; Insol in anhyd ether

Insoluble in absolute alcohol

In water, 1X10+6 mg/L at 25 °C /Estimated/

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

Boiling Point347 to 365 °F at 760 mmHg DECOMPOSES (NTP, 1992)
DecompositionWhen heated to decomposition it emits very toxic fumes of /nitrogen oxides and hydrogen chloride/.
Melting Point · 3건

342 to 347 °F decomposes at 347-365 °F (EPA, 1998)

175-185 °C /decomposes/

MP: 96 °C /Base/

Vapor Pressure · 2건

0.13 [mmHg]

0.13 mm Hg at 25 °C /Estimated/

Henry's Law ConstantHenry's Law constant = 1.5X10-12 atm-cu m/mol at 25 °C /Estimated/

안전 및 규제

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

GHS 분류

GHS Classification · 6건

This chemical does not meet GHS hazard criteria for 2.2% (2 of 93) of reports.

Danger

H301 (96.8%): Toxic if swallowed [Danger Acute toxicity, oral]

P203, P260, P264, P264+P265, P270, P280, P301+P316, P302+P352, P305+P351+P338, P305+P354+P338, P317, P318, P319, P321, P330, P332+P317, P337+P317, P362+P364, P405, and P501 (click each P-code to see the statement)

Aggregated GHS information provided per 93 reports by companies from 9 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.

Warning

유해성 정보

Regulatory Information · 4건

Chemical: Hydrazinecarboxamide, monohydrochloride

REACH registered substance: Semicarbazide hydrochloride (EC: 209-247-0)

Semicarbazide hydrochloride: Does not have an individual approval but may be used under an appropriate group standard

The New Jersey Worker and Community Right to Know Act requires public and private employers to provide information about hazardous substances at their workplaces. (N.J.S.A. 34:5A-1 et. seq.)

DOT LabelPoison
Fire HazardsWhen heated to decomposition, it emits very toxic fumes of nitrogen oxides and hydrogen chloride. (EPA, 1998)
Health HazardsToxic by ingestion. (EPA, 1998)
Hazards SummaryToxic by ingestion; [Hawley] An irritant; [MSDSonline] See Semicarbazide.
Reactive GroupAmides and Imides
Reactivity ProfileWhen heated to decomposition, it emits very toxic fumes of nitrogen oxides and hydrogen chloride. [EPA, 1998].

화학 및 산업

약리 정보

Mechanism of Action · 1건

Semicarbazide, a hydrazine derivative, is carcinogenic to mice but shows no or little mutagenicity in the Salmonella-microsome test. To clarify whether or not the genotoxic mechanism contributes to the non-mutagenic carcinogenicity of semicarbazide, ...DNA damage induced by semicarbazide /was investigated/ using 32P-5'-end-labeled DNA fragments obtained from the c-Ha-ras-1 protooncogene and the p53 tumor suppressor gene. Semicarbazide caused DNA damage frequently at the thymine and cytosine residues in the presence of Cu(II). Catalase and bathocuproine partially inhibited DNA damage, suggesting that hydrogen peroxide plus Cu(I) participates in DNA damage. When a high concentration of semicarbazide was used in the presence of catalase, DNA damage was induced, especially at G in 5'-AG and slightly at 5'-G in GG and GGG sequences. An electron paramagnetic resonance (EPR) spectroscopic study has confirmed that the reaction of semicarbazide with Cu(II) produces carbamoyl radicals (.CONH2), possibly generated via the nitrogen-centered radicals of semicarbazide. Azodicarbonamide also produced carbamoyl radicals and induced DNA damage frequently at 5'-G in GG and GGG sequences, suggesting that carbamoyl radicals participate in this sequence-specific DNA damage by semicarbazide. On the basis of... previous reports, ...the sequence-specific DNA damage at G in 5'-AG in the present study is due to the nitrogen-centered radicals. This study has shown that semicarbazide induces DNA damage in the presence of Cu(II) through the formation of hydrogen peroxide and Cu(I). In addition, semicarbazide-derived free radicals participate in DNA damage. DNA damage induced by these reactive species may be relevant to the carcinogenicity of semicarbazide. /Semicarbazide/

Absorption, Distribution and Excretion... Binds to cytosine residues in RNA, to deoxycytosine residues in DNA in vitro and to cytosine and deoxycytosine nucleosides

용도 및 제조

Uses · 5건

Used as a chemical reagent; [Hawley] Semicarbazide is a product of nitrofurazone metabolism; Its presence in biological specimens is an indicator of nitrofurazone use as an animal feed additive; [HSDB]

Farming (Feed Additives) [Category: Industry]

관련 반응

192건
반응 기록 만들기
HRID 37131 반응식
HRID 37131반응물로uspto-grants-1995_05
HRID 41159 반응식
HRID 41159반응물로uspto-grants-2013_09
HRID 50041 반응식
HRID 50041반응물로uspto-grants-2004_03
HRID 126777 반응식
HRID 126777반응물로uspto-grants-1981_03
HRID 127192 반응식
HRID 127192반응물로uspto-grants-1981_03
HRID 127202 반응식
HRID 127202반응물로uspto-grants-1981_03
HRID 223649 반응식
HRID 223649반응물로uspto-grants-1982_10
HRID 224880 반응식
HRID 224880반응물로uspto-grants-1980_11
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화합물 노트

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Physical Description · 2건

Snow white crystals. Used as a reagent for ketones and aldehydes with which it affords crystalline compounds having characteristic melting points. (EPA, 1998)

White solid; [Hawley] White powder; [MSDSonline]

Dissociation ConstantspKa = 10.8
Other Experimental Properties · 2건

Ammonolysis with liquid NH3 gives 95% yield of free base

Hydroxyl radical reaction rate constant = 2X10-12 cu cm/molec-sec at 25 °C /Estimated/

물리화학적 성질

녹는점
175 · 175-177 °C (dec.)(lit.)
끓는 점
394.09 ℃[at · 394.09℃[at 101 325 Pa]
밀도
1.2908 · 1.2908 (rough estimate)
증기압
0 · 0-0Pa at 25℃
굴절률
1.448 · 1.4480 (estimate)
저장 조건
15 °C · Store at +15°C to +25°C.
용해도
2 O: · H2O: 0.1 g/mL at 20 °C, 투명, 무색
물리적 상태
결정질 분말 및/또는 덩어리
색상
하얀색
수소이온지수(pH)
1.5 · 1.5 (100g/l, H2O, 20℃)
수용성
100 g/L · 100g/L(15℃)
Merck
14 · 14,8444
BRN
3593642 · 3593642
안정성
안정적인. 강한 산화제, 강한 염기와 호환되지 않습니다.
InChI
1S/CH5N3O.ClH/c2-1(5)4-3;/h3H2,(H3,2,4,5);1H
InChIKey
XHQYBDSXTDXSHY-UHFFFAOYSA-N
SMILES
Cl.NNC(N)=O
LogP
-4.99 · -4.99--1.9 at 20℃
EPA
Semicarbazide hydrochloride (563-41-7)

화학적 성질

Semicarbazide hydrochloride is a white crystalline solid.

Air and Water ReactionsWater soluble. Acid reaction in water. (NTP, 1992)
CERCLA Reportable Quantities · 1건

Releases of CERCLA hazardous substances are subject to the release reporting requirement of CERCLA section 103, codified at 40 CFR part 302, in addition to the requirements of 40 CFR part 355. Semicarbazide hydrochloride is an extremely hazardous substance (EHS) subject to reporting requirements when stored in amounts in excess of its threshold planning quantity (TPQ) of 1,000/10,000 lbs.

Hazard Classes and Categories · 3건

Acute Tox. 3 (96.8%)

Acute toxicity (Oral) - Category 3

Hazardous to the aquatic environment (Acute) - Category 3

안전 및 보호

Fire Fighting(Non-Specific -- Poisonous Solid, n.o.s.) Wear self-contained (positive pressure if available) breathing apparatus and full protective clothing.
First Aid · 1건

Signs and Symptoms of Semicarbazide Hydrochloride Exposure: No information on specific clinical effects of exposure to semicarbazide hydrochloride was found in available references. However, animal data indicate that signs and symptoms of acute exposure to semicarbazide hydrochloride may include loss of coordination, dizziness, tremors, convulsions, and seizures.

Nonfire Spill Response · 1건

(Non-Specific -- Poisonous Solid, n.o.s.) Isolate hazard area. Stay upwind; keep out of low areas. Do not touch spilled material. Absorb small spills with sand or other noncombustible absorbent material and place into containers for later disposal. Take up small, dry spills with clean shovel; place material into clean, dry container and cover; move containers from spill area. Dike far ahead of large spills for later disposal. (EPA, 1998)

Disposal Methods · 1건

SRP: The most favorable course of action is to use an alternative chemical product with less inherent propensity for occupational exposure or environmental contamination. Recycle any unused portion of the material for its approved use or return it to the manufacturer or supplier. Ultimate disposal of the chemical must consider: the material's impact on air quality; potential migration in soil or water; effects on animal, aquatic, and plant life; and conformance with environmental and public health regulations.

Isolation and EvacuationExcerpt from ERG Guide 154 [Substances - Toxic and/or Corrosive (Non-Combustible)]:
Protective Action Criteria (PAC) · 3건

9.1 [mg/m3]

100 [mg/m3]

600 [mg/m3]

Personal Protective Equipment (PPE) · 1건

For emergency situations, wear a positive pressure, pressure-demand, full facepiece self-contained breathing apparatus (SCBA) or pressure- demand supplied air respirator with escape SCBA and a fully-encapsulating, chemical resistant suit. (EPA, 1998)

독성 정보

Ecotoxicity Values · 2건

EC50 Xenopus laevis (Clawed toad embryos; abnormal growth) 10,800 ug/L/96 hr (95% confidence interval: 9200-12,100); renewal

LC50 Xenopus laevis (Clawed toad embryos) ca. 6 g/L/96 hr, (95% confidence interval: 5.3-6.1 g/L); renewal

Food Survey Values · 1건

Semicarbazide is present in certain foods packaged in glass jars and bottles in very low quantities (ppb or ug/kg of food) due to migration from the plastic gasket which forms the airtight seal in the metal lid. Amount of up to 25 ppb have been found in baby foods, which give an estimate of intake of around 2 ug/kg bw/day as a worst case for infants /age 4-12 months/. /Semicarbazide/

Natural Pollution Sources...is not known to occur as natural product.
Carcinogen Classification · 5건

Semicarbazide hydrochloride

Group 3: Not classifiable as to its carcinogenicity to humans

Volume 12: (1976) Some Carbamates, Thiocarbamates and Carbazides

1987

1987

Non-Human Toxicity Excerpts · 5건

/LABORATORY ANIMALS: Acute Exposure/ Administration of 200 mg/kg to acute spinal cats resulted in gradual and complete depression of dorsal root reflex and potential..., also decreased long-latency. Time course of these effects correlated with time course of induced depletion of gamma-aminobutyric acid in spinal cord.

/LABORATORY ANIMALS: Chronic Exposure or Carcinogenicity/ Fourteen chemicals of varied uses were tested for carcinogenicity by oral administration in male and female Charles River CD rats. ...Semicarbazide hydrochloride /was/ not carcinogenic under the test conditions.

/LABORATORY ANIMALS: Chronic Exposure or Carcinogenicity/ ... Admin to 25 male and 25 female 6-wk old Swiss mice for lifetime as 0.0625% solution in drinking water. Average daily intakes...3.3 mg/female and 4.8 mg/male. ... Tumors of vascular origin ... in 9/50 ... females, compared with 5/99 ... controls, and in 3/50 ... males, compared with 6/99 ... controls. ... Including 6 angiosarcomas and 2 angiomas of liver. ... In females, 37 lung tumors occurred in 25/50 ... compared with 31 in 21/99 female controls...no increase in incidence of lung tumors in treated males.

/LABORATORY ANIMALS: Chronic Exposure or Carcinogenicity/ ...6-8-wk old female DD mice were fed diet containing 0.1%...for 7 mo. at end of treatment, 8 survivors were killed and examined for lung tumors: 6 mice had total of 8 lung tumors, compared with 1 tumor in 20 controls.

For more Non-Human Toxicity Excerpts (Complete) data for SEMICARBAZIDE HYDROCHLORIDE (12 total), please visit the HSDB record page.

Populations at Special Risk · 1건

Biological half-lives were significantly different among the three acetylation phenotypes (analysis of variance, P < 0.05): 3.94+/-1.70 hours for slow acetylators, 2.25+/-0.37 hours for intermediate acetylators, and 1.86+/-0.67 hours for rapid acetylators. /Hydrazine/

Evidence for CarcinogenicityNo data are available in humans. Limited evidence of carcinogenicity in animals. OVERALL EVALUATION: Group 3: The agent is not classifiable as to its carcinogenicity to humans.
Antidote and Emergency Treatment · 2건

Basic treatment: Establish a patent airway. Suction if necessary. Watch for signs of respiratory insufficiency and assist ventilations if necessary. Administer oxygen by nonrebreather mask at 10 to 15 L/min. Monitor for pulmonary edema and treat if necessary ... . Anticipate seizures and treat if necessary ... . For eye contamination, flush eyes immediately with water. Irrigate each eye continuously with normal saline during transport ... . Do not use emetics. For ingestion, rinse mouth and administer 5 ml/kg up to 200 ml of water for dilution if the patient can swallow, has a strong gag reflex, and does not drool. Administer activated charcoal ... . Cover skin burns with dry, sterile dressings after decontamination ... . /Hydrazine and Related Compounds/

Advanced treatment: Consider orotracheal or nasotracheal intubation for airway control in the patient who is unconscious, has severe pulmonary edema, or is in respiratory arrest. Positive pressure ventilation techniques with a bag valve mask device may be beneficial. Monitor cardiac rhythm and treat arrhythmias if necessary ... . Start an IV with D5W /SRP: "To keep open", minimal flow rate/. Use lactated Ringer's if signs of hypovolemia are present. Consider drug therapy for pulmonary edema ... . For hypotension with signs of hypovolemia, administer fluid cautiously. Consider vasopressors for hypotension with a normal fluid volume. Watch for signs of fluid overload ... . Treat seizures with diazepam ... . Monitor for signs of hypoglycemia (decreased level of consciousness, tachycardia, pallor, dilated pupils, diaphoresis, and/or a dextrose strip or glucometer reading less than 50 mg/dl) and administer 50% dextrose if necessary. Draw blood sample before administration ... . Administer 1% solution methylene blue if patient is symptomatic with severe hypoxia, cyanosis, and cardiac compromise not responding to oxygen. ... . Use proparacaine hydrochloride to assist eye irrigation ... . /Hydrazine and Related Compounds/

Non-Human Toxicity Values · 3건

LD50 Mouse oral 225 mg/kg

LD50 Mouse ip 145 mg/kg

LD50 Mouse sc 167 mg/kg

규제 정보

CERCLA Reportable Quantities · 1건

Releases of CERCLA hazardous substances are subject to the release reporting requirement of CERCLA section 103, codified at 40 CFR part 302, in addition to the requirements of 40 CFR part 355. Semicarbazide hydrochloride is an extremely hazardous substance (EHS) subject to reporting requirements when stored in amounts in excess of its threshold planning quantity (TPQ) of 1,000/10,000 lbs.

안전 데이터

wgk
3
tsca
TSCA listed
rtecs
VT3500000
ridadr
UN 2811 6.1/PG 3
독성
LD50 orally in Rabbit: 123 mg/kg
HS 번호
2928000090
risk_code
22-40-36/38-25-45-23/24/25
hazard_code
Xn,T
safety_code
24/25-22-45-53
포장분류
III
위험 등급
6.1
기존화학 물질
KE-19983
Hazard Classifications
Acute Tox. 3 OralEye Dam. 1Repr. 2Skin Corr. 1BSTOT RE 2 Oral
스토리지 클래스
6.1A - Combustible acute toxic Cat. 1 and 2very toxic hazardous materials
유해 물질 데이터
563-41-7(Hazardous Substances Data)

Reagent for ketones and aldehydes with which it affords crystal compound having characteristic melting points.

Isolation of hormones and isolation of certain fractions from essential oils.

.../Semicarbazide/ (SEM) is a known metabolite of the veterinary drug nitrofurazone and is used as an indicator for the use of the drug in food of animal origin. SEM has also been detected in seaweed derived products, which are widely used as food additives. /Semicarbazide/

Methods of Manufacturing · 3건

Prepared by electrolytic reduction of nitrourea with cathodes of copper, nickel, lead, and mercury in hydrochloric acid solution

Commercial preparation from hydrazine hydrate, iron carbonyl, and carbon monoxide.

From hydrazine sulfate, potassium or sodium cyanate and sodium carbonate...

Formulations/Preparations...Available commercially in US in chemically pure & technical grades.
General Manufacturing Information · 3건

Hydrazinecarboxamide, hydrochloride (1:1): ACTIVE

First reported preparation ... was by reaction of benzylidenesemicarbazide with hydrochloric acid. ...method used for commercial production is not known.

...Semicarbazide (SEM) is a minor thermal decomposition product of the blowing agent azodicarbonamide (ADC).

응용 분야 · 1건

용도Semicarbazide hydrochloride is used as urease substrate and MAO inhibitor. Derivatizing agent for carbonyl compounds as their semicarbazones which produces crystalline compounds with characteristic melting points. Also used in heterocyclic synthesis. Semicarbazone formation has been used to separate carbonyl compounds from mixtures by adsorption onto silica gel from a hydrocarbon solution. Regeneration is by hydrolysis with oxalic acid.

제조 방법

염산용액 속 음극 구리, 니켈, 납, 수은과 함께 나이트로요소(nitrourea)의 전해 환원에 의해 제조됨 하이드라진 수화물, 철 카보닐, 일산화탄소로부터 상업적으로 제조 하이드라진 황산염, 칼륨 또는 시안산 나트륨과 탄산나트륨으로부터 제조

상·하류 제품 정보

상류 원료

하이드라진 수화물하이드라진, 모노수화물Semicarbazide

하류 제품

4,5-디클로로-3(2H)-피리다지논3-페닐-1H-피라졸-4-카발데하이드6-아자티민에틸4-페닐-1,2,3-티아디아졸-5-카르복실레이트3-Amino-5-phenylpyrazoleSemicarbazide4-Chloro-2-(tetrahydro-2H-pyran-2-yl)-5-hydroxypyridazin-3(2H)-one5-Chloro-4-(chloromethyl)-1,2,3-thiadiazole, 97%, 97Carbazochrome3-(4-플루오로페닐)-1H-피라졸-4-카르발데히드5-클로로에틸-2,4-디하이드로-[1,2,4]트라이아졸-3-온에틸5-옥소-2,5-디히드로-1H-피라졸-3-카르복실레이트naftazone1,2,4-Triazolo[4,3-a]pyridin-3(2H)-one5-[2-(trifluoromethyl)phenyl]-1,3,4-oxadiazol-2-amine아미노아세톤세미카르바존염산염5-(2-Bromophenyl)-1,3,4-oxadiazol-2-amine