Isatoic Anhydride (HCID 8359)

概要

structure given in first source

名称と識別子

優先名称: Isatoic Anhydride
IUPAC: 1H-3,1-benzoxazine-2,4-dione
現地名: イサト酸無水物
英語名: Isatoic Anhydride
分子式: C8H5NO3
分子量: 163.13

名称と別名

Isatoic anhydride118-48-92H-3,1-Benzoxazine-2,4(1H)-dioneISATOIC ACID ANHYDRIDE4H-3,1-Benzoxazine-2,4(1H)-dioneN-Carboxyanthranilic anhydrideDTXSID60269553,1-Benzoxazine-2,4(1H)-dioneAnthranilic acid, N-carboxy-, cyclic anhydrideBenzoic acid, 2-(carboxyamino)-, cyclic anhydrideR8TFA74Y4U2,4-dihydro-1H-3,1-benzoxazine-2,4-dione

名称をさらに表示

イサト酸無水物1H-3,1-ベンゾオキサジン-2,4-ジオン4H-3,1-ベンゾオキサジン-2(1H),4-ジオン無水イサト酸1,4-ジヒドロ-2H-3,1-ベンゾオキサジン-2,4-ジオン4H-3,1-ベンゾオキサジン-2,4(1H)-ジオン2H-3,1-ベンゾオキサジン-2,4(1H)-ジオン1,2-ジヒドロ-4H-3,1-ベンゾオキサジン-2,4-ジオン2,4-ジヒドロ-1H-3,1-ベンゾオキサジン-2,4-ジオンイサト酸水物ベンゾオキサジンジオン3,1-ベンゾオキサジン-2,4(1H)-ジオン1H-BENZO[D][1,3]OXAZINE-2,4-DIONEIsatoic2-(carboxyamino)-benzoicacicyclicanhydrideBENZOXAZINEDIONE4H-3Isatoic Ac4(1H)-dione

1,2-dihydro-3,1-benzoxazine-2,4-dioneNSC-295551h-benz(d)(1,3)oxazine-2,4-dioneNSC-104662DTXCID9069552,4-dioxo-1,2-dihydro-4h-3,1-benzoxazineRefChem:791499204-255-0

データベース識別子

CAS: 118-48-9
PubChem CID: 8359
DTXSID: DTXSID6026955
ChEMBL: CHEMBL1235999、CHEMBL346059
UNII: R8TFA74Y4U
EC Number: 204-255-0
Nikkaji: J5.526C

物性

構造計算による物性

XLogP: 1
極性表面積: 55.4 Å²
水素結合供与体数: 1
水素結合受容体数: 3
回転可能結合数: 0
重原子数: 12
形式電荷: 0
複雑度: 226

実験および物理化学的性質

DrugsPharmaceuticals -> Listed in ZINC15

PolymersPlastics & Rubber -> Acid Anhydrides, Cyclic

SpringerMaterials PropertiesChemical shift

Color/Form · 2 件

PRISM FROM ALC OR GLACIAL ACETIC ACID; CRYSTALS FROM ALCOHOL OR DIOXANE

TAN POWDER

SolubilityMISCIBLE IN WATER, HOT ALC, AND ACETONE; INSOL IN ETHER, BENZENE, AND CHLOROFORM

Melting Point243 °C WITH DECOMPOSITION

物理化学的性質

融点: 233 °C · 233 °C (dec.) (lit.)
沸点: 290.19 °C · 290.19°C (rough estimate)
比重(密度): 1 · 1,52 g/cm3
蒸気密度: 5.6 · 5.6 (vs air)
屈折率: 1.551 · 1.5510 (estimate)
闪点: 308 °C · 308 °C
貯蔵温度: 30 °C · Store below +30°C.
溶解性: 0.3 g/l · 0.3g/l
酸解離定数(Pka): 11.06 · 11.06±0.20(Predicted)
外見: 粉
色: ベージュからブラウン
水溶解度: 分解する
BRN: 136786 · 136786
InChI: 1S/C8H5NO3/c10-7-5-3-1-2-4-6(5)9-8(11)12-7/h1-4H,(H,9,11)
InChIKey: TXJUTRJFNRYTHH-UHFFFAOYSA-N
SMILES: O=C1Nc2ccccc2C(=O)O1
LogP: 0.978 · 0.978 (est)
CAS データベース: 118 · 118-48-9(CAS DataBase Reference)
NISTの化学物質情報: Isatoic anhydride(118-48-9)
EPAの化学物質情報: 2 H-3,1-Benzoxazine-2,4 · 2H-3,1-Benzoxazine-2,4(1H)-dione (118-48-9)

化学的性質

化学的特性BEIGE TO BROWN POWDER

安全と法規制

GHS分類

GHS Classification · 6 件

Warning

H317: May cause an allergic skin reaction [Warning Sensitization, Skin]

P261, P264+P265, P272, P280, P302+P352, P305+P351+P338, P321, P333+P317, P337+P317, P362+P364, and P501 (click each P-code to see the statement)

This chemical does not meet GHS hazard criteria for 5.2% (11 of 210) of reports.

Warning

H317 (94.8%): May cause an allergic skin reaction [Warning Sensitization, Skin]

危険有害性情報

Regulatory Information · 5 件

Chemical: 2H-3,1-Benzoxazine-2,4(1H)-dione

2H-3,1-Benzoxazine-2,4(1H)-dione is listed on the EPA's Chemical Data Reporting (CDR) system. Manufacturers and importers of 2H-3,1-Benzoxazine-2,4(1H)-dione 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)

TP - indicates a substance that is the subject of a proposed TSCA section 4 test rule.

Status: Active Update: 25-01-2018 https://echa.europa.eu/registration-dossier/-/registered-dossier/18515

Isatoic anhydride: Does not have an individual approval but may be used under an appropriate group standard

Hazards SummaryAn eye irritant; May cause skin sensitization; [eChemPortal: ESIS] Danger of skin sensitization; [MAK] An irritant; May cause skin sensitization; [MSDSonline] See ACID ANHYDRIDES.

Hazard Classes and Categories · 3 件

Skin Sens. 1 (94.8%)

Eye irritation - category 2

Eye Irrit. 2

毒性情報

Adverse EffectsSkin Sensitizer - An agent that can induce an allergic reaction in the skin.

Non-Human Toxicity ExcerptsTESTED FOR ANTIFERTILITY EFFECTS IN MICE AFTER ORAL ADMIN FOR 21 DAYS, WITH MALES INTRODUCED @ END OF 1ST WK, & AFTER INJECTIONS TWICE DAILY FOR 5 DAYS. EFFECTIVE IN DECR NUMBER OF MICE WITH LITTERS @ LEAST 50%.

安全データ

F: 3
wgk: 1
tsca: TSCA listed
rtecs: DM3100000
毒性: LD50 orally in Rabbit: > 6400 mg/kg LD50 dermal Rabbit > 2000 mg/kg
hs_code: 29349990
risk_code: 36-43
化審法: (5)-856
hazard_code: Xi
safety_code: 24-26-37
自然発火温度: >600 °C
Hazard Classifications: Eye Irrit. 2Skin Sens. 1
ストレージクラス: 11 - Combustible Solids
有毒物質データの: 118-48-9(Hazardous Substances Data)

化学と産業

薬理情報

MeSH Pharmacological ClassificationEndogenous substances and drugs that inhibit or block the activity of BETA-LACTAMASES.

用途と製造

Uses · 4 件

Used to make polymer curing agents, anthranilic esters, heterocyclic compounds, benzyne, saccharin, methyl anthranilate, and pesticides; Also used as a corrosion inhibitor in engine lubricants and as a modifier of natural and synthetic polymers and resins; [HSDB]

Plastic Composites Manufacturing [Category: Industry]

INTERMEDIATE FOR POLYMER CURING AGENTS, ANTHRANILIC ESTERS, HETEROCYCLIC COMPD, & BENZYNE

CHEM INT FOR SACCHARIN, METHYL ANTHRANILATE, PESTICIDES (EG, GUTHION); CORROSION INHIBITOR IN ENGINE LUBRICANTS; MODIFIER OF NATURAL & SYNTHETIC POLYMERS & RESINS

U.S. Exports · 2 件

(1977) No Data

(1979) No Data

U.S. Imports · 2 件

(1977) No Data

(1979) No Data

U.S. Production · 3 件

2023: 100,000 - <250,000 lb

(1977) PROBABLY GREATER THAN 2.27X10+6 GRAMS

(1979) PROBABLY GREATER THAN 2.27X10+6 GRAMS

Industry UsesIntermediate

Methods of ManufacturingPASSING PHOSGENE INTO A SOLUTION OF ANTHRANILIC ACID IN AQUEOUS HYDROCHLORIC ACID

応用分野

用途キナゾリン誘導体の合成に用いられる。

使用Isatoic anhydride is a potent inactivator of α-chymotrypsin and inactivates stoichiometrically. Isatoic Anhydride is an important compound in the preparation of serine protease inhibitors.

調製方法 · 2 件

製造方法Phosphorus tribromide (0.035 mol) was added to a solution of N-carbethoxy- or N-carbobenzoxy-anthranilic acid (0.1 mol;prepared by coupling anthranilic acid with the corresponding carbalkoxy chloride in the usual way) in anhydrous diethyl ether (100 mL). After 24 h at room temperature, isatoic anhydride had separated as a microcrystalline product. It was collected by filtration, washed with dry diethyl ether, and recrystallized from ethanol. Yield ca. 90%.

純化方法Recrystallise it from EtOH or 95% EtOH (30mL/g) or dioxane (10mL/g) and dry it in a vacuum. [Wagner & Fegley Org Synth Coll Vol III 488 1955, Ben-Ishai & Katchalski J Am Chem Soc 74 3688 1952, UV: Zentmyer & Wagner J Org Chem 14 967 1949, Beilstein 27 II 299, 27III/IV 3330.]

上流・下流製品情報

上流原料

下流製品

無水5-ブロモイサト酸臭化物 2-アミノ安息香酸2-メチルプロピルアントラニル酸4-ニトロフェニル 1,2-ジヒドロ-4-ヒドロキシ-2-オキソ-3-キノリンカルボン酸エチルエステル

サプライヤー50 社

国药集团化学试剂有限公司86-21-63210123 · [email protected]

梯希爱(上海)化成工业发展有限公司021-67121386 · [email protected]

T&W GROUP021-61551611 13296011611 · [email protected]

上海赫文斯化工有限公司15721252604 17321035817 · [email protected]

韶远科技（上海）有限公司021-50795510 4000665055 · [email protected]

補足説明

定義A bicyclic molecule composed of a benzene ring attached at the oand mpositions to a heterocyclic ring. It forms useful anthranilic acid derivatives by reaction with hydrogen.

イサト酸無水物

基本情報

概要