基本情報
- 標準SMILES
NS(=O)(=O)c1cc(Cl)c(Cl)c(S(N)(=O)=O)c1- InChIKey
GJQPMPFPNINLKP-UHFFFAOYSA-N- 分子式
- C6H6Cl2N2O4S2
- 平均分子量
- 305.2 g/mol
- 単同位体質量
- 303.91460403
概要
Dichlorphenamide can cause developmental toxicity according to state or federal government labeling requirements.
名称と識別子
- 優先名称
- Dichlorphenamide
- IUPAC
- 4,5-dichlorobenzene-1,3-disulfonamide
- 現地名
- ジクロフェナミド
- 英語名
- Dichlorphenamide
- 分子式
- C6H6Cl2N2O4S2
- 分子量
- 305.16
名称と別名
名称をさらに表示
データベース識別子
- CAS
120-97-8- PubChem CID
- 3038
- DTXSID
DTXSID1022922- ChEMBL
CHEMBL17- ChEBI
CHEBI:101085- UNII
- VVJ6673MHY
- EC Number
- 204-440-6
- Nikkaji
- J8.589H
物性
構造計算による物性
- XLogP
- 0.3
- 極性表面積
- 137 Ų
- 水素結合供与体数
- 2
- 水素結合受容体数
- 6
- 回転可能結合数
- 2
- 重原子数
- 16
- 形式電荷
- 0
- 複雑度
- 452
実験および物理化学的性質
LogP
0.2
0.92
Color/Form
NEEDLES FROM DIMETHYLSULFOXIDE + WATER
WHITE OR NEARLY WHITE, CRYSTALLINE POWDER
Solubility
PRACTICALLY INSOL IN WATER; SOL IN ALKALINE SOLN
FREELY SOL IN PYRIDINE & IN 1 N NAOH; SOL IN ALCOHOL; SOL IN 2 N SODIUM CARBONATE; SLIGHTLY SOL IN ETHER
3.98e-01 g/L
Human Drugs
FDA approved drugs -> Active ingredient
FDA approved drugs -> Active ingredient
Pharmaceuticals
Melting Point
239-241 °C
228.7 °C
物理化学的性質
- 融点
- 239 · 239-241° (patent, mp 228.5-229°)
- 沸点
- 590.5 · 590.5±60.0 °C(Predicted)
- 比重(密度)
- 1.7263 · 1.7263 (rough estimate)
- 屈折率
- 1.6 · 1.6000 (estimate)
- 貯蔵温度
- Sealed in dry,Room Temperature
- 溶解性
- アセトニトリル(微量)、クロロホルム、DMSO(微量)、メタノール
- 外見
- 個体
- 酸解離定数(Pka)
- 7.4 · pKa 7.4 (Uncertain);8.6 (Uncertain)
- 色
- ホワイトからオフホワイト
- 主な用途
- 医薬品(低分子化合物)
- InChI
- InChI=1S/C6H6Cl2N2O4S2/c7-4-1-3(15(9,11)12)2-5(6(4)8)16(10,13)14/h1-2H,(H2,9,11,12)(H2,10,13,14)
- InChIKey
- GJQPMPFPNINLKP-UHFFFAOYSA-N
- SMILES
- C1(S(N)(=O)=O)=CC(Cl)=C(Cl)C(S(N)(=O)=O)=C1
- CAS データベース
- 120 · 120-97-8(CAS DataBase Reference)
- NISTの化学物質情報
- 4 · 4,5-Dichloro-m-benzenedisulfonamide(120-97-8)
- EPAの化学物質情報
- 1 · 1,3-Benzenedisulfonamide, 4,5-dichloro- (120-97-8)
化学的性質
化学的特性Off-White Solid
安全と法規制
GHS分類
GHS Classification
Warning
H315 (50%): Causes skin irritation [Warning Skin corrosion/irritation]
P203, P264, P264+P265, P280, P302+P352, P305+P351+P338, P318, P321, P332+P317, P337+P317, P362+P364, P405, and P501 (click each P-code to see the statement)
Aggregated GHS information provided per 2 reports by companies from 2 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.
危険有害性情報
Regulatory Information
Hazard Traits - Developmental Toxicity
1,3-Benzenedisulfonamide, 4,5-dichloro-: Does not have an individual approval but may be used as a component in a product covered by a group standard. It is not approved for use as a chemical in its own right.
毒性情報
Human Toxicity Excerpts
CALCULUS FORMATION & URETERAL COLIC HAVE BEEN ATTRIBUTED TO MARKED REDN IN URINARY CITRATE...ASSOC WITH EITHER NO CHANGE OR EVEN RISE IN URINARY CALCIUM. ...DEPRESSES UPTAKE OF IODINE BY THYROID GLAND. /ACETAZOLAMIDE/
WITH LARGE DOSES, MANY PT EXHIBIT DROWSINESS & PARESTHESIAS. IN HEPATIC CIRRHOSIS, EPISODES OF DISORIENTATION MAY BE INDUCED. ... HYPERSENSITIVITY REACTIONS ARE RELATIVELY RARE. THEY CONSIST IN FEVER, SKIN REACTIONS, BONE-MARROW DEPRESSION, & SULFONAMIDE-LIKE RENAL LESIONS. /CARBONIC ANHYDRASE INHIBITORS/
LESS FREQUENT UNTOWARD REACTIONS INCL FATIGUE, EXCITEMENT, & GI REACTIONS. /CARBONIC ANHYDRASE INHIBITORS/
GI DISTURBANCES...ANOREXIA, NAUSEA, VOMITING, DIARRHEA, WT LOSS, ALTERED TASTE & SMELL, CONSTIPATION, DRYNESS OF MOUTH, EXCESSIVE THIRST...ABDOMINAL DISTENTION...PARESTHESIA...NUMBNESS & TINGLING SENSATION...IN EXTREMITIES, TONGUE, &/OR MUCOCUTANEOUS JUNCTIONS OF LIPS OR ANUS /ADVERSE EFFECT, ORAL/
For more Human Toxicity Excerpts (Complete) data for DICHLORPHENAMIDE (6 total), please visit the HSDB record page.
Drug Induced Liver Injury
Drug Induced Liver Injury Rank (DILIrank 2.0)
Dichlorphenamide
vNo-DILI-concern
0
No match
DOI:10.1016/j.drudis.2016.02.015
安全データ
- wgk
- WGK 3
- rtecs
- CZ9200000
- hs_code
- 2935904000
- risk_code
- 63
- hazard_code
- Xn
- safety_code
- 36
- ストレージクラス
- 11 - Combustible Solids
- 有毒物質データの
- 120-97-8(Hazardous Substances Data)
化学と産業
薬理情報
ATC Code
S - Sensory organs
QS - Sensory organs
Pharmacodynamics
Dichlorphenamide is an oral carbonic anhydrase inhibitor indicated for adjunctive treatment of: chronic simple (open-angle) glaucoma, secondary glaucoma, and preoperatively in acute angle-closure glaucoma where delay of surgery is desired in order to lower intraocular pressure. Carbonic anhydrase inhibitors reduce intraocular pressure by partially suppressing the secretion of aqueous humor (inflow).
Mechanism of Action
Carbonic anhydrase inhibitors reduce intraocular pressure by partially suppressing the secretion of aqueous humor (inflow), although the mechanism by which they do this is not fully understood. Evidence suggests that HCO<sup>3-</sup> ions are produced in the ciliary body by hydration of carbon dioxide under the influence of carbonic anhydrase and diffuse into the posterior chamber which contains more Na<sup>+</sup> and HCO<sup>3-</sup> ions than does plasma and consequently is hypertonic. Water is then attracted to the posterior chamber by osmosis, resulting in a drop in pressure.
PHOSPHATURIA MAY BE RELATED TO DIRECT STIMULATION...OF CYCLIC ADENOSINE 3',5'-MONOPHOSPHATE...PRODN BY KIDNEY. ...DRUG ACTS SIMILARLY TO PARATHYROID HORMONE IN ENHANCING URINARY EXCRETION OF PHOSPHATE & CYCLIC AMP, IN CONTRAST TO ITS ANTAGONISM OF ACTION OF HORMONE ON BONE. /ACETAZOLAMIDE/
...INHIBITION OF...CARBONIC ANHYDRASE. ...IS NONCOMPETITIVE. ...ENZYME IS NORMALLY PRESENT IN TISSUES IN HUGE EXCESS. MORE THAN 99% OF ENZYME ACTIVITY IN KIDNEY MUST BE INHIBITED BEFORE PHYSIOLOGICAL EFFECTS BECOME APPARENT. ENZYME...IS DOMINANT TISSUE COMPONENT TO WHICH INHIBITORS BECOME BOUND. /ACETAZOLAMIDE/
/CHANGES IN URINE/...MAY BE ATTRIBUTED TO INHIBITION OF (+)H SECRETION BY RENAL TUBULE. ... CURRENT EVIDENCE INDICATES GREATER EFFECT ON PROXIMAL THAN ON DISTAL TUBULE, WITH LITTLE OR NO EFFECT ON ASCENDING LIMB. ...PHOSPHATURIA...USED AS INDEX OF LOCALIZING DIURETIC ACTION... /ACETAZOLAMIDE/
...INCR URINARY EXCRETION OF BICARBONATE & FIXED CATION, MOSTLY SODIUM. AS RESULT, CONCN OF BICARBONATE IN EXTRACELLULAR FLUID DECR & METABOLIC ACIDOSIS RESULTS. ...RENAL RESPONSE TO ACETAZOLAMIDE IS GREATLY REDUCED.../BUT/ DIURETIC RESPONSE IS ENHANCED. /ACETAZOLAMIDE/
DRUG LOWERS INTRAOCULAR PRESSURE BY REDUCING RATE OF SECRETION OF AQ HUMOR.
FDA Pharmacological Classification
VVJ6673MHY
DICHLORPHENAMIDE
Established Pharmacologic Class [EPC] - Carbonic Anhydrase Inhibitor
Mechanisms of Action [MoA] - Carbonic Anhydrase Inhibitors
Chemical Structure [CS] - Sulfonamides
Dichlorphenamide is a Carbonic Anhydrase Inhibitor. The mechanism of action of dichlorphenamide is as a Carbonic Anhydrase Inhibitor.
用途と製造
応用分野
使用Like the drugs described above, dichlorphenamide is used for secreting excess water in cases of elevated intraocular pressure, and it is used for treating wide-angle and secondary glaucoma as well as in cases where it is necessary to lower intraocular pressure before surgical intervention in severe wide-angle glaucoma.
上流・下流製品情報
上流原料
サプライヤー50 社
補足説明
定義ChEBI: A sulfonamide that is benzene-1,3-disulfonamide in which the hydrogens at positions 4 and 5 are substituted by chlorine. An oral carbonic anhydrase inhibitor, it partially suppresses the secretion (inflow) of aqueous humor in the eye and so reduces intraoc lar pressure. It is used for the treatment of glaucoma.
関連反応
関連ノート
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