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1,2,4-트리아졸

1H-1,2,4-Triazole

HCID 9257
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인쇄 미리보기
기본 정보개요이름 및 식별자물성안전 및 규제화학 및 산업관련 반응화합물 노트
부분 구조 검색유사 구조 찾기

기본 정보

CAS
288-88-0
표준 SMILES
c1nc[nH]n1
InChIKey
NSPMIYGKQJPBQR-UHFFFAOYSA-N
분자식
C2H3N3
평균 분자량
69.07 g/mol
단동위원소 질량
69.03269711

개요

1H-1,2,4-triazole is a 1,2,4-triazole. It is a tautomer of a 3H-1,2,4-triazole and a 4H-1,2,4-triazole.

이름 및 식별자

우선 이름
1H-1,2,4-Triazole
IUPAC
1H-1,2,4-triazole
현지명
1,2,4-트리아졸
영어명
1,2,4-Triazole
분자식
C2H3N3
분자량
69.07

이름 및 동의어

1,2,4-TRIAZOLE1H-1,2,4-Triazole288-88-0Pyrrodiazoles-TriazoleDTXSID602713110MS0Y1RDINSC-83128DTXCID207131CHEBI:35550RefChem:908322CHEBI:35560
이름 더 보기
1,2,4-트리아졸트리아졸1,2,4-트라이아졸TRIAZOLETA-4TRIAZOLE(1,2,4-)
206-022-94H-1,2,4-triazole63598-71-01,2,4-1H-TriazoleMFCD000052281H-1,2,4-triazol1,2,4-triazol1,2,4 triazole

데이터베이스 식별자

CAS
288-88-0、63598-71-0
PubChem CID
9257
DTXSID
DTXSID6027131
ChEMBL
CHEMBL15571
ChEBI
CHEBI:35550
UNII
10MS0Y1RDI
EC Number
206-022-9
Nikkaji
J5.455K

물성

구조 계산 물성

XLogP
-0.6
극성 표면적
41.6 Ų
수소 결합 공여자 수
1
수소 결합 수용자 수
2
회전 가능 결합 수
0
무거운 원자 수
5
형식 전하
0
복잡도
28.1

실험 및 물리화학적 성질

Chemical ClassesNitrogen Compounds -> Triazoles
DrugsPharmaceuticals -> Listed in ZINC15
SpringerMaterials Properties15N nuclear magnetic resonance spectrum
Pesticides · 3건

Environmental transformation -> Pesticide transformation products (metabolite, successor)

Pesticide (1,2,4-Triazole) -> USDA PDB

Pesticide degradation product

LogP · 3건

log Kow = -0.58

-0.6

-0.58

Density640 kg/m³
Color/FormNeedles from benzene/ethanol
Solubility · 2건

Soluble in water, ethanol

Solubility in water, g/100ml at 20 °C: 125

Flash Point · 2건

170 °C closed cup

170 °C c.c.

Boiling Point · 2건

260 °C (decomposes)

260 °C

안전 및 규제

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

GHS 분류

GHS Classification · 6건

Danger

H302: Harmful if swallowed [Warning Acute toxicity, oral]

P203, P264, P264+P265, P270, P280, P301+P317, P305+P351+P338, P318, P330, P337+P317, P405, and P501 (click each P-code to see the statement)

Danger

H302 (100%): Harmful if swallowed [Warning Acute toxicity, oral]

P203, P264, P264+P265, P270, P273, P280, P301+P317, P305+P351+P338, P318, P330, P337+P317, P405, and P501 (click each P-code to see the statement)

유해성 정보

Regulatory Information · 6건

Chemical: 1H-1,2,4-Triazole

Hazard Traits - Reproductive Toxicity

Regulation (EC) No 1107/2009 (amended)

1H-1,2,4-Triazole is listed on the EPA's Chemical Data Reporting (CDR) system. Manufacturers and importers of 1H-1,2,4-Triazole are required to report information about their production and use of this chemical to the EPA under the Toxic Substances Control Act (TSCA). (40 eCFR Part 711)

1,2,4-Triazole is listed in the dataset of EPA Human Health Benchmarks for Pesticides under the Safe Drinking Water Act (40 eCFR 141)

REACH registered substance: 1,2,4-triazole (EC: 206-022-9)

Other Safety InformationIMAP assessments - 1H-1,2,4-Triazole: Human health tier II assessment
Fire HazardsCombustible. Gives off irritating or toxic fumes (or gases) in a fire. Finely dispersed particles form explosive mixtures in air.
Fire PotentialCombustible
Hazards SummaryAn eye irritant; Can be absorbed through skin; Animal tests show that this substance possibly causes toxicity to human reproduction or development. [ICSC] An eye irritant; [eChemPortal: ERMA; ESIS] An irritant; [MSDSonline]
EC Classification

화학 및 산업

약리 정보

Absorption, Distribution and Excretion · 5건

After a single oral administration of 1 mg/kg bw (test substance (14)C-labeled) to male rats (strain not given), approx 100% of the (14)C activity was absorbed from the digestive tract.

8 hr after a single iv administration of 1 mg/kg bw (test substance (14)C-labeled) to male rats (strain not given), approx 50% of the applied radioactivity was detectable in the body of the animals (gastrointestinal tract not considered). 3 days after the application approx 1.5% of the applied activity could be found, and after 6 days the (14)C-activity was no longer measurable (detection limit 0.3%).

Following a single oral or iv administration of 1 mg/kg bw (test substance (14)C-labeled) to male rats (strain not given), approx. 0.1% of the (14)C-activity was exhaled within 30 hr.

1H-1,2,4-Triazole (14)C-labeled was administered to male rats orally (dose: 1 mg/kg bw) or iv (doses: 0.1, 1, 10, 100 mg/kg bw). Within 48 hr after the single application 92-94% of the (14)C-activity was excreted with the urine and 3-5% with the feces, regardless whether the substance was applied orally or iv.

For more Absorption, Distribution and Excretion (Complete) data for 1H-1,2,4-Triazole (6 total), please visit the HSDB record page.

용도 및 제조

Uses · 2건

Used in organic synthesis; [IUCLID]

Intermediate

U.S. Production · 4건

2023: 5,500,000 - <7,000,000 lb

1H-1,2,4-Triazole is listed as a High Production Volume (HPV) chemical (65FR81686). Chemicals listed as HPV were produced in or imported into the U.S. in >1 million pounds in 1990 and/or 1994. The HPV list is based on the 1990 Inventory Update Rule. (IUR) (40 CFR part 710 subpart B; 51FR21438).

Production volumes for non-confidential chemicals reported under the Inventory Update Rule. [Table#7598]

Production volume for non-confidential chemicals reported under the 2006 Inventory Update Rule. Chemical: 1H-1,2,4-Triazole. Aggregated National Production Volume: 1 to < 10 million lbs.

Consumer UsesIntermediate

관련 반응

1,581건
반응 기록 만들기
HRID 948 반응식
HRID 948반응물로uspto-grants-1998_03
HRID 4124 반응식
HRID 4124반응물로uspto-grants-1988_02
HRID 4126 반응식
HRID 4126반응물로uspto-grants-1988_02
HRID 4127 반응식
HRID 4127반응물로uspto-grants-1988_02
HRID 4723 반응식
HRID 4723반응물로uspto-grants-1988_02
HRID 7742 반응식
HRID 7742반응물로uspto-grants-2006_08
HRID 10760 반응식
HRID 10760반응물로uspto-grants-2006_08
HRID 11231 반응식
HRID 11231반응물로uspto-grants-2006_08
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화합물 노트

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Decomposition · 3건

When heated to decomposition it emits toxic vapors of /nitroxides/.

The substance decomposes on heating producing toxic fumes including nitrogen oxides, ammonia fumes and hydrogen cyanide.

290 °C

Melting Point120-121 °C

물리화학적 성질

녹는점
119 · 119-121 °C (lit.)
끓는 점
260 °C · 260 °C (lit.)
밀도
1.15 g/cm3 · 1.15 g/cm3 (130℃)
증기압
0.215 Pa · 0.215Pa at 20℃
굴절률
1.4854 · 1.4854 (estimate)
인화점
140 °C · 140 °C
저장 조건
30 °C · Store below +30°C.
용해도
547 · 547그램/리터
물리적 상태
결정성 분말 및 플레이크
산도 계수 (pKa)
2.27 · 2.27(at 20℃)
색상
하얀색
수소이온지수(pH)
8 · 8 (10g/l, H2O, 20℃)
수용성
1250 g/L · 1250g/L(20℃)
Merck
14 · 14,9605
BRN
104767 · 104767
Henry's Law Constant
6.6 · 6.6×100 mol/(m3Pa) at 25℃, HSDB (2015)
InChI
1S/C2H3N3/c1-3-2-5-4-1/h1-2H,(H,3,4,5)
InChIKey
NSPMIYGKQJPBQR-UHFFFAOYSA-N
SMILES
c1nc[nH]n1
LogP
-0.76 at · -0.76 at 25℃
NIST
1 H-1,2,4-Triazole · 1H-1,2,4-Triazole(288-88-0)
EPA
1 · 1,2,4-Triazole (288-88-0)

화학적 성질

white crystalline powder and flakes

Symbol: Xn; R: 22-36-63; S: (2)-36/37
Special Reports · 1건

European Commission, ESIS; IUCLID Dataset, 1,2,4-Triazole (288-88-0) (2000 CD-ROM edition) contains information on use, toxicology, and environmental effects of this chemical as supplied to the European Union by industry.[Available from, as of September 23, 2010: http://esis.jrc.ec.europa.eu/]

Chemical DangersMay explode on heating. Decomposes on heating. This produces toxic fumes including nitrogen oxides, ammonia and hydrogen cyanide. Reacts with strong acids and strong oxidants.
Physical DangersDust explosion possible if in powder or granular form, mixed with air.
Toxic Combustion ProductsGives off irritating or toxic fumes (or gases) in a fire.
Hazard Classes and Categories · 5건

Acute Tox. 4 (100%)

Acute toxicity - category 4

Reproductive toxicity - Category 1B

Acute toxicity (Oral) - Category 4

Repr. 1B

Explosive Limits and Potential · 2건

Finely dispersed particles form explosive mixtures in air.

May explode on heating.

안전 및 보호

Fire FightingUse water spray, powder, foam, carbon dioxide.
First Aid Measures · 4건

Fresh air, rest.

Remove contaminated clothes. Remove contaminated clothes. Rinse skin with plenty of water or shower.

First rinse with plenty of water for several minutes (remove contact lenses if easily possible), then refer for medical attention.

Rinse mouth. Give one or two glasses of water to drink. Refer for medical attention .

Safe StorageSeparated from strong oxidants and strong acids. Store in an area without drain or sewer access.
Fire Fighting Procedures · 2건

Suitable extinguishing media: Use water spray, alcohol-resistant foam, dry chemical or carbon dioxide. Special protective equipment for fire-fighters: Wear self contained breathing apparatus for fire fighting if necessary.

Powder, water spray, foam, carbon dioxide.

Storage Conditions · 2건

Keep container tightly closed in a dry and well-ventilated place.

Separated from strong oxidants, and strong acids. Store in an area without drain or sewer access.

Cleanup Methods · 2건

Accidental Release Measures. Personal precautions: Use personal protective equipment. Avoid dust formation. Avoid breathing dust. Ensure adequate ventilation. Environmental precautions: Do not let product enter drains. Methods for cleaning up: Pick up and arrange disposal without creating dust. Keep in suitable, closed containers for disposal.

Do NOT let this chemical enter the environment. Sweep spilled substance into sealable containers; if appropriate, moisten first to prevent dusting. Carefully collect remainder, then remove to safe place.

Disposal Methods · 2건

SRP: The most favorable course of action is to use an alternative chemical product with less inherent propensity for occupational harm/injury/toxicity 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 and plant life; and conformance with environmental and public health regulations.

Observe all federal, state, and local environmental regulations. Contact a licensed professional waste disposal service to dispose of this material.

Spillage Disposal · 1건

Personal protection: particulate filter respirator adapted to the airborne concentration of the substance. Do NOT let this chemical enter the environment. Sweep spilled substance into covered sealable containers. If appropriate, moisten first to prevent dusting. Carefully collect remainder. Then store and dispose of according to local regulations.

Preventive Measures · 5건

SRP: The scientific literature for the use of contact lenses by industrial workers is inconsistent. The benefits or detrimental effects of wearing contact lenses depend not only upon the substance, but also on factors including the form of the substance, characteristics and duration of the exposure, the uses of other eye protection equipment, and the hygiene of the lenses. However, there may be individual substances whose irritating or corrosive properties are such that the wearing of contact lenses would be harmful to the eye. In those specific cases, contact lenses should not be worn. In any event, the usual eye protection equipment should be worn even when contact lenses are in place.

Handle with gloves. Choose body protection according to the amount and concentration of the dangerous substance at the work place.

Handle in accordance with good industrial hygiene and safety practice. Wash hands before breaks and at the end of workday.

If inhaled, move person into fresh air. If not breathing give artificial respiration Consult a physician. In case of skin contact, wash off with soap and plenty of water. Consult a physician. In case of eye contact, rinse thoroughly with plenty of water for at least 15 minutes and consult a physician. If swallowed, never give anything by mouth to an unconscious person. Rinse mouth with water. Consult a physician.

Prevent deposition of dust; closed system, dust explosion-proof electrical equipment and lighting.

Eye PreventionWear safety goggles.
Fire PreventionNO open flames. Closed system, dust explosion-proof electrical equipment and lighting. Prevent deposition of dust.
Inhalation RiskA harmful concentration of airborne particles can be reached quickly when dispersed.

독성 정보

Environmental Fate · 3건

TERRESTRIAL FATE: Based on a classification scheme(1), an estimated Koc value of 5(SRC), determined from a structure estimation method(2), indicates that 1H-1,2,4-triazole is expected to have very high mobility in soil(SRC). Volatilization of 1H-1,2,4-triazole from moist soil surfaces is expected to be an important fate process(SRC) given an estimated Henry's Law constant of 1.5X10-6 atm-cu m/mole(SRC), using a fragment constant estimation method(3). 1H-1,2,4-Triazole is not expected to volatilize from dry soil surfaces(SRC) based upon an estimated vapor pressure of 0.6 mm Hg at 25 °C(SRC), determined from a fragment constant method(4). Biodegradation data in soil were not available(SRC, 2010).

AQUATIC FATE: Based on a classification scheme(1), an estimated Koc value of 5(SRC), determined from a structure estimation method(2), indicates that 1H-1,2,4-triazole is not expected to adsorb to suspended solids and sediment(SRC). Volatilization from water surfaces is expected(3) based upon an estimated Henry's Law constant of 1.5X10-6 atm-cu m/mole(SRC), developed using a fragment constant estimation method(4). Using this Henry's Law constant and an estimation method(3), volatilization half-lives for a model river and model lake are 20 and 150 days, respectively(SRC). According to a classification scheme(5), an estimated BCF of 3(SRC), from its log Kow of -0.58(6) and a regression-derived equation(7), suggests the potential for bioconcentration in aquatic organisms is low(SRC). 1H-1,2,4-Triazole is not expected to undergo hydrolysis in the environment due to the lack of functional groups that hydrolyze under environmental conditions(3). Biodegradation data in water were not available(SRC, 2010).

ATMOSPHERIC FATE: According to a model of gas/particle partitioning of semivolatile organic compounds in the atmosphere(1), 1H-1,2,4-triazole, which has an estimated vapor pressure of 0.6 mm Hg at 25 °C(SRC), determined from a fragment constant method(2), is expected to exist solely as a vapor in the ambient atmosphere. Vapor-phase 1H-1,2,4-triazole is degraded in the atmosphere by reaction with photochemically-produced hydroxyl radicals(SRC); the half-life for this reaction in air is estimated to be 160 days(SRC), calculated from its rate constant of 1.0X10-13 cu cm/molecule-sec at 25 °C(SRC) that was derived using a structure estimation method(3). 1H-1,2,4-Triazole contains chromophores that absorb at wavelengths >290 nm(4) and therefore may be susceptible to direct photolysis by sunlight(SRC).

Adverse Effects · 1건

Reproductive Toxin - A chemical that is toxic to the reproductive system, including defects in the progeny and injury to male or female reproductive function. Reproductive toxicity includes developmental effects. See Guidelines for Reproductive Toxicity Risk Assessment.

Exposure RoutesThe substance can be absorbed into the body in hazardous amounts by ingestion. The substance can be absorbed into the body by inhalation and through the skin.
Signs and SymptomsRedness. Pain.
ICSC Environmental DataThe substance is harmful to aquatic organisms. This substance does enter the environment under normal use. Great care, however, should be taken to avoid any additional release, for example through inappropriate disposal.
Soil Adsorption/Mobility · 1건

Using a structure estimation method based on molecular connectivity indices(1), the Koc of 1H-1,2,4-triazole can be estimated to be 5(SRC). According to a classification scheme(2), this estimated Koc value suggests that 1H-1,2,4-triazole is expected to have very high mobility in soil.

Human Toxicity Excerpts · 2건

/SIGNS AND SYMPTOMS/ May be harmful if inhaled. Causes respiratory tract irritation. May be harmful if absorbed through skin. Causes skin irritation. Causes eye irritation. Harmful if swallowed.

/SIGNS AND SYMPTOMS/ Effects of short-term exposure: The substance is irritating to the eyes.

Artificial Pollution Sources1H-1,2,4-Triazole's production and use as a chemical intermediate(1) may result in its release to the environment through various waste streams(SRC).
Environmental Bioconcentration · 1건

An estimated BCF of 3 was calculated in fish for 1H-1,2,4-triazole(SRC), using a log Kow of -0.58(1) and a regression-derived equation(2). According to a classification scheme(3), this BCF suggests the potential for bioconcentration in aquatic organisms is low(SRC).

Volatilization from Water/Soil · 1건

The Henry's Law constant for 1H-1,2,4-triazole is estimated as 1.5X10-6 atm-cu m/mole(SRC) using a fragment constant estimation method(1). This Henry's Law constant indicates that 1H-1,2,4-triazole is expected to volatilize from water surfaces(2). Based on this Henry's Law constant, the volatilization half-life from a model river (1 m deep, flowing 1 m/sec, wind velocity of 3 m/sec)(2) is estimated as 20 days(SRC). The volatilization half-life from a model lake (1 m deep, flowing 0.05 m/sec, wind velocity of 0.5 m/sec)(2) is estimated as 150 days(SRC). 1H-1,2,4-triazole's Henry's Law constant indicates that volatilization from moist soil surfaces may occur(SRC). 1H-1,2,4-Triazole is not expected to volatilize from dry soil surfaces(SRC) based upon an estimated vapor pressure of 0.6 mm Hg(SRC), determined from a fragment constant method(3).

Non-Human Toxicity Excerpts · 5건

/LABORATORY ANIMALS: Acute Exposure/ Skin irritation test: rabbits, exposure time 24 hr, ear, dose: approx 500 mg/animal, semi-occlusive, observation period: 7 days. Result: non-irritating.

/LABORATORY ANIMALS: Acute Exposure/ Eye irritation test: rabbits, dose approx 50 mg/animal, observation period: 7 days. Result: highly irritating.

/LABORATORY ANIMALS: Acute Exposure/ In an inhalation experiment rats and mice (strains not given) were exposed to 1H-1,2,4-triazole for 4 or 6 hr (test atmosphere saturated with the substance, whole-body exposure). Following the exposure period the animals were observed for 14 days. No signs of toxicity occurred.

/LABORATORY ANIMALS: Subchronic or Prechronic Exposure/ Male and female Wistar rats were fed 1H-1,2,4-triazole in their feed for 13 weeks, dosage: 100, 500, or 2500 ppm (approx 7, 33, or 167 mg/kg bw/day). A control group received untreated diet. Results: no indications of treatment-induced organ alterations (with the exception of liver findings in the 2500 ppm group). 2500 ppm (approx 167 mg/kg bw/day): temporarily reduced food consumption and lower body weights, temporary slight convulstions in individuals, lower hemoglobin, hematocrit, MCV /mean corpuscular volume/ and MCH /mean corpuscular hemoglobin/ values in the male rats, slight to moderate fat accumulation in liver parenchyma cells in 3/15 males.

For more Non-Human Toxicity Excerpts (Complete) data for 1H-1,2,4-Triazole (8 total), please visit the HSDB record page.

Environmental Abiotic Degradation · 1건

The rate constant for the vapor-phase reaction of 1H-1,2,4-triazole with photochemically-produced hydroxyl radicals has been estimated as 1.0X10-13 cu cm/molecule-sec at 25 °C(SRC) using a structure estimation method(1). This corresponds to an atmospheric half-life of about 160 days at an atmospheric concentration of 5X10+5 hydroxyl radicals per cu cm(1). 1H-1,2,4-Triazole is not expected to undergo hydrolysis in the environment due to the lack of functional groups that hydrolyze under environmental conditions(2). 1H-1,2,4-Triazole contains chromophores that absorb at wavelengths >290 nm(2) and therefore may be susceptible to direct photolysis by sunlight(SRC).

안전 데이터

wgk
2
tsca
TSCA listed
rtecs
XZ3806000
독성
LD50 orally in Rabbit: 1650 mg/kg LD50 dermal Rabbit 3129 - 4200 mg/kg
HS 번호
2933990099
risk_code
22-36-63-34
hazard_code
Xn,Xi,C
safety_code
36/37-45-36/37/39-27-26
기존화학 물질
KE-34007
위험 참고 사항
Irritant
Hazard Classifications
Acute Tox. 4 OralEye Irrit. 2Repr. 1B
스토리지 클래스
6.1C - Combustible acute toxic Cat.3toxic compounds or compounds which causing chronic effects
유해 물질 데이터
288-88-0(Hazardous Substances Data)
Industry UsesIntermediate
Methods of Manufacturing1,2,4-Triazole is made by reaction between hydrazine and formamide. Distillation.
Use ClassificationEnvironmental transformation -> Pesticide transformation products (metabolite, successor)
General Manufacturing Information · 2건

Pesticide, Fertilizer, and Other Agricultural Chemical Manufacturing

1H-1,2,4-Triazole: ACTIVE

응용 분야

용도1,2,4-Triazole is present in a large variety of fungicides as C14-demethylase-inhibitors. In addition they are used in synthetic chemical reactions such as the design and preparation of ghrelin receptor ligand antagonists, like JMV 2959.

상·하류 제품 정보

상류 원료

1,2-Diformylhydrazine하이드라진 수화물p-클로로벤즈알데히드포름산암모늄개미산하이드라진, 모노수화물포름산메틸암모니아(가스)Flutriafol1H-1,2,4-Triazole, 1-chloro-

하류 제품

프로피콘아졸적색 046 기초염료1-[2-(4-Chlorophenyl)-1-(1-hydroxy-1-phenylethyl)ethyl]-1,2,4-triazole1H-1,2,4-Triazole-1-carboximidamide hydrochloride3,5-DIBROMO-1H-1,2,4-트라이아졸아나스트로졸1-(4-Nitrobenzenesulfonyl)-1H-1,2,4-triazole플루코나졸Triapenthenol3-[(2,4-dihydro-2,4-dimethyl-3H-1,2,4-triazol-3-ylidene)hydrazono]-1-methyl-2-phenyl-3H-indolium chloride파클로부트라졸Basic Red 22비테르탄올1-(beta-D-2-Deoxyribofuranosyl)-4-(1,2,4-triazol-1-yl)-5-methylpyrimidin-2-one3-chloro-6-(1H-1,2,4-triazol-1-yl)pyridazine(SALTDATA: FREE)Benzaldehyde, 5-chloro-2-(1H-1,2,4-triazol-1-yl)-1-(2-Fluoro-4-nitrophenyl)-1H-1,2,4-triazole4-(1H-1,2,4-TRIAZOL-1-YLMETHYL)벤잘데하이드
추가 설명 · 1건

정의1,2,4-triazole is a chemical substance with molecular formula C2H3N3, molecular weight 69.07 and CAS No. 288-88-0. Colorless acicular crystal, soluble in water and ethanol. 1H-1,2,4-triazole is a 1,2,4-triazole. It is a tautomer of a 3H-1,2,4-triazole and a 4H-1,2,4-triazole. Triazole is an aromatic five membered heterocyclic compound. Its unique structure is conducive to the formation of a variety of non covalent bonds and is easy to promote the binding of proteins, enzymes and receptors, thus showing a wide range of biological pharmacological activities, such as anticancer, antispasmodic, antibacterial, anti HIV. In particular, 1,2,3-triazole has strong thermal stability and acid-base stability, and is not sensitive to redox, hydrolysis and enzymatic degradation. It is often used as a pharmacodynamic group in drug synthesis.