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4-甲苯基-二碘甲基砜 | 20018-09-1

中文名称
4-甲苯基-二碘甲基砜
中文别名
对甲苯基-二碘甲基砜;4-[二碘甲基磺酰基]甲苯;二碘甲基甲苯砜
英文名称
diiodomethyl p-tolyl sulphone
英文别名
1-[(diiodomethyl)-sulphonyl]-4-methyl-benzene;1-((diiodomethyl)sulfonyl)-4-methylbenzene;diiodomethyl p-tolyl sulfone;diiodomethyl-p-tolyl sulfone;diiodomethyl-p-tolylsulfone;tolyl diiodomethyl sulfone;1-(diiodomethylsulfonyl)-4-methylbenzene
4-甲苯基-二碘甲基砜化学式
CAS
20018-09-1
化学式
C8H8I2O2S
mdl
——
分子量
422.025
InChiKey
XOILGBPDXMVFIP-UHFFFAOYSA-N
BEILSTEIN
——
EINECS
——
  • 物化性质
  • 计算性质
  • ADMET
  • 安全信息
  • SDS
  • 制备方法与用途
  • 上下游信息
  • 反应信息
  • 文献信息
  • 表征谱图
  • 同类化合物
  • 相关功能分类
  • 相关结构分类

物化性质

  • 沸点:
    130°C (rough estimate)
  • 密度:
    2.1582 (estimate)
  • LogP:
    3.449 (est)
  • 颜色/状态:
    Tan powder at room temperature
  • 熔点:
    136 °C (range of 149-152 °C)
  • 溶解度:
    In water, 10 mg/L at 25 °C
  • 蒸汽压力:
    9.6X10-7 mm Hg at 25 °C /average of 1.87X10-6 mm Hg and 5.3X10-8 mm Hg reported values at 25 °C/
  • 分解:
    When heated to decomposition it emits toxic vapors of /sulfur oxides/ and /iodide/.

计算性质

  • 辛醇/水分配系数(LogP):
    3.8
  • 重原子数:
    13
  • 可旋转键数:
    2
  • 环数:
    1.0
  • sp3杂化的碳原子比例:
    0.25
  • 拓扑面积:
    42.5
  • 氢给体数:
    0
  • 氢受体数:
    2

ADMET

代谢
二碘甲基酰对甲苯(DIMPTS)在大鼠体内的代谢被研究,以确定在其毒性中的作用。Fischer 344(F-344)(5或50毫克/千克)或Sprague Dawley(SD)(5毫克/千克)大鼠通过口服(14)C-DIMPTS或皮肤应用5毫克/千克(仅F-344)并确定吸收、分布、代谢和排泄(ADME)。... DIMPTS在吸收时会释放一个或两个碘原子SD大鼠从系统循环中消除释放的离子的速率比F-344大鼠慢2到3倍,这导致SD大鼠的离子生物利用度更高。DIMPTS主要在苄基甲基位点上被氧化形成相应的苯甲酸。还观察到通过取代I(-)在磺酰甲基组上进行谷胱甘肽结合。总体而言,从DIMPTS代谢释放的总碘原子占67-80%。...
Metabolism of diiodomethyl-p-tolylsulfone (DIMPTS) was investigated in rats to determine the role of iodide in its toxicity. Fischer 344 (F-344) (5 or 50 mg/kg) or Sprague Dawley (SD) (5 mg/kg) rats were gavaged with (14)C-DIMPTS or dermally applied with 5 mg/kg (F-344 only) and absorption, distribution, metabolism and excretion (ADME) determined. ... DIMPTS liberated one or both of its iodine atoms upon absorption. The rate of elimination of the liberated iodide from the systemic circulation was 2- to 3-fold slower in SD than F-344 rats, which resulted in higher bioavailability of iodide to SD rats. DIMPTS was primarily oxidized at the benzylic methyl moiety forming the corresponding benzoic acid. Glutathione conjugation on the sulfonyl methyl group, via displacement of I(-) was also observed. Overall 67-80% of the total iodine atoms were metabolically released from DIMPTS. ...
来源:Hazardous Substances Data Bank (HSDB)
毒理性
  • 毒性总结
识别和使用:二碘甲基酰对甲苯(DIMPTS)在室温下是一种棕褐色粉末。它是一种藻类杀灭剂、杀菌剂和杀真菌剂。DIMPTS用作油漆、空气管道涂料、阻燃涂料、颜料分散体、油墨、乳液、增稠悬浮液、粘合剂、密封胶、密封剂、橡胶、塑料、纺织品、皮革、纸张生产中保护纸浆和悬浮液的物质防腐剂,以及纸/纸板和湿纸幅。它还用作木材防腐剂。人类暴露和毒性:腐蚀性:可导致永久性眼睛损伤。如果通过皮肤吸收,有害。动物研究:雄性和雌性大鼠和狗通过饮食连续90天给予DIMPTS。在大鼠中,唯一的治疗相关发现是80 mg/kg/天组唾液腺导管鳞状化生。在狗中,高剂量组雌性体重显著低于对照组。改变的 临床病理参数被认为是某些狗观察到的炎症变化的次要结果。中剂量和高剂量组在大肠腺、唾液腺和甲状腺中发现了治疗相关改变。DIMPTS在四个体外和一个体内遗传毒性试验中呈阴性。在两个哺乳动物物种中观察到的毒理学效应与的主要毒性效应一致,据推测是由DIMPTS分子释放导致的毒性后果。DIMPTS在大鼠繁殖研究中引起了难产、新生仔鼠存活率降低和甲状腺功能减退,这些效应类似于引起的效应。一个DIMPTS分子含有两个基团,在摄入时被解并全身吸收,这表明毒性可能是观察到大鼠效应的可能作用模式。给予DIMPTS的雌性大鼠出现了外阴排出物增多和难产、窝仔数减少、体重和饲料消耗量减少、甲状腺重量增加、甲状腺滤泡细胞肥大伴胶质减少、三碘甲状腺原氨酸减少和甲状腺刺激激素平增加。DIMPTS幼崽的新生儿存活率和体重降低。这些效应与乳汁和血清中平升高有关。相比之下,DIMPTS脱类似物在成年雌性或其后代中没有产生类似效应。在大鼠中,40 mg/kg/天的生殖毒性包括着床后损失增加、妊娠存活率降低和两例难产,而窝仔数、幼崽存活/体重在10和40 mg/kg/天受到影响。对胎儿的形态学检查没有发现致畸的证据。
IDENTIFICATION AND USE: Diiodomethyl p-tolyl sulfone (DIMPTS) is a tan powder at room temperature. It is an algaecide, bactericide, and fungicide. DIMPTS is used as a materials preservative in paints, air duct coatings, fire-retardant coatings, pigment dispersions, inks, emulsions, extender slurries, adhesives, caulks, sealants, rubbers, plastic, textiles, leather, paper production to protect pulp and slurries, paper/paperboard, and wetlap. It is also used as a wood preservative. HUMAN EXPOSURE AND TOXICITY: Corrosive: causes irreversible eye damage. Harmful if absorbed through the skin. ANIMAL STUDIES: Male and female rats and dogs were administered DIMPTS for 90-days via the diet. In rats, the only treatment-related finding was squamous metaplasia of the salivary gland duct in the 80 mg/kg/day group. In dogs, female body weights in the high-dose group were significantly lower than controls. Altered clinical pathology parameters were considered secondary to inflammatory changes observed in some of the dogs. Treatment-related alterations were found in the thyroid glands, salivary glands, GI-tract in the mid- and/or high-dose groups. DIMPTS was negative in the four in vitro and one in vivo genotoxicity assays. The toxicological effects noted in the two mammalian species are consistent with the principal toxic effects of iodide, and are proposed to arise from release of iodide from the DIMPTS molecule with toxic sequelae. DIMPTS caused dystocia, decreased neonatal survival and hypothyroidism in rat reproduction studies resembling the effects caused by iodide. One molecule of DIMPTS contains two iodine moieties that are hydrolyzed upon ingestion and systemically absorbed, suggesting iodide toxicity as a probable mode of action for the effects observed in rats. Female rats given DIMPTS had increased incidence of vulvar discharge and dystocia, decreased litter size, decreased body weights and feed consumption, increased thyroid weights, thyroid follicular cell hypertrophy with decreased colloid, decreased triiodothyronine, and increased thyroid stimulating hormone levels. DIMPTS pups had decreased neonatal survival and body weights. These effects were associated with elevated levels of iodide in milk and sera. In contrast, DIMPTS de-iodinated analogue did not produce similar effects in adult females or their offspring. In rats reproductive toxicity at 40 mg/kg/day consisted of increased post implantation loss, decreased gestation survival and two cases of dystocia, while litter size, pup survival/weight were affected at 10 and 40 mg/kg/day. Morphological examinations of fetuses revealed no evidence of teratogenesis.
来源:Hazardous Substances Data Bank (HSDB)
毒理性
  • 毒性数据
大鼠LC50 = 960毫克/立方米/4小时
LC50 (rat) = 960 mg/m3/4hr
来源:Haz-Map, Information on Hazardous Chemicals and Occupational Diseases
毒理性
  • 解毒与急救
立即急救:确保已经进行了充分去污。如果患者停止呼吸,开始人工呼吸,最好使用需求阀复苏器、气囊面罩装置或口袋面罩,按训练进行操作。如有必要,执行心肺复苏。立即用缓慢流动的冲洗受污染的眼睛。不要催吐。如果发生呕吐,让患者向前倾或放在左侧(如果可能的话,头部向下)以保持呼吸道畅通,防止吸入。保持患者安静,维持正常体温。寻求医疗帮助。/毒物A和B/
Immediate first aid: Ensure that adequate decontamination has been carried out. If patient is not breathing, start artificial respiration, preferably with a demand valve resuscitator, bag-valve-mask device, or pocket mask, as trained. Perform CPR if necessary. Immediately flush contaminated eyes with gently flowing water. Do not induce vomiting. If vomiting occurs, lean patient forward or place on left side (head-down position, if possible) to maintain an open airway and prevent aspiration. Keep patient quiet and maintain normal body temperature. Obtain medical attention. /Poisons A and B/
来源:Hazardous Substances Data Bank (HSDB)
毒理性
  • 解毒与急救
基本治疗:建立专利气道(如有需要,使用口咽或鼻咽气道)。如有必要,进行抽吸。观察呼吸不足的迹象,如有需要,协助通气。通过非循环呼吸面罩以10至15升/分钟的速度给予氧气。监测肺肿,并在必要时进行治疗……。监测休克,并在必要时进行治疗……。预见并治疗癫痫发作……。对于眼睛污染,立即用冲洗眼睛。在运输过程中,用0.9%的生理盐(NS)连续冲洗每只眼睛……。不要使用催吐剂。对于摄入,如果患者能够吞咽、有强烈的咳嗽反射且不流口,则用冲洗口腔,并给予5毫升/千克,最多200毫升的进行稀释……。在去污后,用干燥的无菌敷料覆盖皮肤烧伤……。/毒药A和B/
Basic treatment: Establish a patent airway (oropharyngeal or nasopharyngeal airway, if needed). Suction if necessary. Watch for signs of respiratory insufficiency and assist ventilations if needed. Administer oxygen by nonrebreather mask at 10 to 15 L/min. Monitor for pulmonary edema and treat if necessary ... . Monitor for shock and treat if necessary ... . Anticipate seizures and treat if necessary ... . For eye contamination, flush eyes immediately with water. Irrigate each eye continuously with 0.9% saline (NS) 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 ... . Cover skin burns with dry sterile dressings after decontamination ... . /Poisons A and B/
来源:Hazardous Substances Data Bank (HSDB)
毒理性
  • 解毒与急救
高级治疗:对于昏迷、严重肺肿或严重呼吸困难的病人,考虑进行口咽或鼻咽气管插管以控制气道。使用气囊阀面罩装置的正压通气技术可能有益。考虑使用药物治疗肺肿……。对于严重的支气管痉挛,考虑给予β激动剂,如沙丁胺醇……。监测心率和必要时治疗心律失常……。开始静脉输注5%葡萄糖(D5W)。如果出现低血容量的迹象,使用0.9%盐(NS)或乳酸钠林格氏液(LR)。对于伴有低血容量迹象的低血压,谨慎给予液体。注意液体过载的迹象……。使用地西泮安定)或劳拉西泮(阿替平)治疗癫痫……。使用丙美卡因化物协助眼部冲洗……。/毒素A和B/
Advanced treatment: Consider orotracheal or nasotracheal intubation for airway control in the patient who is unconscious, has severe pulmonary edema, or is in severe respiratory distress. Positive-pressure ventilation techniques with a bag-valve-mask device may be beneficial. Consider drug therapy for pulmonary edema ... . Consider administering a beta agonist such as albuterol for severe bronchospasm ... . Monitor cardiac rhythm and treat arrhythmias as necessary ... . Start IV administration of D5W TKO. Use 0.9% saline (NS) or lactated Ringer's (LR) if signs of hypovolemia are present. For hypotension with signs of hypovolemia, administer fluid cautiously. Watch for signs of fluid overload ... . Treat seizures with diazepam (Valium) or lorazepam (Ativan) ... . Use proparacaine hydrochloride to assist eye irrigation ... . /Poisons A and B/
来源:Hazardous Substances Data Bank (HSDB)
吸收、分配和排泄
二碘甲基代对甲苯磺酰(DIMPTS)在大鼠中的代谢被研究,以确定在其毒性中的作用。Fischer 344(F-344)(5或50毫克/千克)或Sprague Dawley(SD)(5毫克/千克)大鼠通过灌胃给予(14)C-DIMPTS,或者仅对F-344大鼠以5毫克/千克剂量进行皮肤应用,并确定其吸收、分布、代谢和排泄(ADME)。为了比较,还使用其脱类似物(甲基对甲苯磺酰,MPTS)对雌性F-344大鼠(20毫克/千克)进行了额外实验。口服给予的(14)C-DIMPTS被迅速吸收并在尿液中消除(92%)。... 皮肤应用的(14)C-DIMPTS在血浆中检测不到,生物利用度大约为7%,只有5-7%的剂量在尿液中回收。... MPTS从胃肠道被迅速吸收,代谢并在尿液中排出,类似于DIMPTS。...
Metabolism of diiodomethyl-p-tolylsulfone (DIMPTS) was investigated in rats to determine the role of iodide in its toxicity. Fischer 344 (F-344) (5 or 50 mg/kg) or Sprague Dawley (SD) (5 mg/kg) rats were gavaged with (14)C-DIMPTS or dermally applied with 5 mg/kg (F-344 only) and absorption, distribution, metabolism and excretion (ADME) determined. Additional experiments were conducted with its deiodinated analog (methyl-p-tolylsulfone, MPTS) in female F-344 rats (20 mg/kg) for comparison. Orally administered (14)C-DIMPTS was rapidly absorbed and eliminated in urine (92%). ... Dermally applied (14)C-DIMPTS remained undetectable in plasma with bioavailability approxamately 7%, only 5-7% of the dose was recovered in urine. ... The MPTS was rapidly absorbed from the GI tract, metabolized and eliminated in urine similar to that of DIMPTS. ...
来源:Hazardous Substances Data Bank (HSDB)

安全信息

  • 海关编码:
    2904909090
  • 危险性防范说明:
    P280,P305+P351+P338,P310
  • 危险性描述:
    H302,H315,H319,H332,H335
  • 储存条件:
    室温且干燥环境下

SDS

SDS:1ada76f182b8b8a5cf96f17a66a27f21
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反应信息

  • 作为反应物:
    描述:
    4-甲苯基-二碘甲基砜1,2-二(4-吡啶基)乙烯二甲基亚砜 为溶剂, 反应 168.0h, 生成
    参考文献:
    名称:
    The diiodomethyl-sulfonyl moiety: an unexplored halogen bond-donor motif
    摘要:

    α-碘硫酮部分在固态和溶液中作为一种新的和有效的卤素键供体系统。

    DOI:
    10.1039/c9cc01092k
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文献信息

  • [EN] IMPROVED CORROSION AND MICROBIAL CONTROL IN HYDROCARBONACEOUS COMPOSITIONS<br/>[FR] LUTTE AMÉLIORÉE CONTRE LA CORROSION ET CONTRE LES MICROBES DANS DES COMPOSITIONS HYDROCARBONÉES
    申请人:ANGUS CHEMICAL
    公开号:WO2009140062A1
    公开(公告)日:2009-11-19
    Provided are additives of formula I for use in hydrocarbonaceous compositions, such as petroleum or liquid fuels: (I) wherein R1, R2, R3, R4, and R5 are as defined herein. The additives improve the corrosion resistance of the compositions. The additives also enhance the antimicrobial efficacy of any added biocides contained in such compositions.
    提供了用于石油或液体燃料等碳氢化合物组合物中的化学添加剂的化学式I:(I)其中R1、R2、R3、R4和R5如本文所定义。这些添加剂提高了组合物的耐腐蚀性能。这些添加剂还增强了这些组合物中任何添加的生物杀菌剂的抗菌效果。
  • [DE] 5-IODTETRAZOLE<br/>[EN] 5-IODOTETRAZOLES<br/>[FR] 5-IODE TETRAZOLE
    申请人:LANXESS DEUTSCHLAND GMBH
    公开号:WO2006012996A1
    公开(公告)日:2006-02-09
    Die Verbindungen der Formel (I), in welcher R1 für Wasserstoff oder jeweils gegebenenfalls substituiertes Alkyl, Alkenyl, Alkinyl oder Phenyl steht, eignen sich hervorragend als Mikrobizide zum Schutz von Pflanzen und Materialien.
    公式(I)中R1代表氢或者可能被取代的烷基,烯基,炔基或苯基,这些连接物非常适用作为杀菌剂,用于保护植物和材料。
  • Triazolopyrimidines
    申请人:——
    公开号:US20040063729A1
    公开(公告)日:2004-04-01
    The invention relates to novel triazolopyrimidines of the formula 1 wherein X represents halogen, Y represents a hydrogen atom or halogen, and R has the meanings given in the disclosure, to a process for the preparation of the new compounds, and to their use as microbicides.
    这项发明涉及公式 1 中的新型三唑嘧啶化合物, 其中 X代表卤素, Y代表氢原子或卤素,以及 R具有披露中给出的含义, 以及制备新化合物的方法,以及它们作为微生物杀灭剂的用途。
  • Heterocylic fluoroalkenyl thioethers and the use thereof as pesticides (IV)
    申请人:——
    公开号:US20030187259A1
    公开(公告)日:2003-10-02
    The present invention relates to novel heterocyclic fluoroalkenyl thioethers of the formula (I) 1 in which m represents integers from 3 to 10, n represents 0, 1 or 2 and Het represents the following, in each case optionally substituted, groupings: 2 and to processes for their preparation and to their use as pesticides.
    本发明涉及公式(I)的新型杂环烯基醚化合物 其中 m代表从3到10的整数, n代表0、1或2,以及 Het代表以下各种情况下可选取代的基团: 并且涉及它们的制备方法以及它们作为杀虫剂的用途。
  • Use of riboflavin and flavin derivatives as chitinase inhibitors
    申请人:——
    公开号:US20030191091A1
    公开(公告)日:2003-10-09
    The invention relates to the use of riboflavin and of flavin derivatives with chitinase-inhibitory action for controlling arthropods, nematodes and chitin-containing fungi.
    这项发明涉及利用核黄素和具有几丁质酶抑制作用的黄素衍生物来控制节肢动物、线虫和含壳质真菌。
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同类化合物

(βS)-β-氨基-4-(4-羟基苯氧基)-3,5-二碘苯甲丙醇 (S,S)-邻甲苯基-DIPAMP (S)-(-)-7'-〔4(S)-(苄基)恶唑-2-基]-7-二(3,5-二-叔丁基苯基)膦基-2,2',3,3'-四氢-1,1-螺二氢茚 (S)-盐酸沙丁胺醇 (S)-3-(叔丁基)-4-(2,6-二甲氧基苯基)-2,3-二氢苯并[d][1,3]氧磷杂环戊二烯 (S)-2,2'-双[双(3,5-三氟甲基苯基)膦基]-4,4',6,6'-四甲氧基联苯 (S)-1-[3,5-双(三氟甲基)苯基]-3-[1-(二甲基氨基)-3-甲基丁烷-2-基]硫脲 (R)富马酸托特罗定 (R)-(-)-盐酸尼古地平 (R)-(-)-4,12-双(二苯基膦基)[2.2]对环芳烷(1,5环辛二烯)铑(I)四氟硼酸盐 (R)-(+)-7-双(3,5-二叔丁基苯基)膦基7''-[((6-甲基吡啶-2-基甲基)氨基]-2,2'',3,3''-四氢-1,1''-螺双茚满 (R)-(+)-7-双(3,5-二叔丁基苯基)膦基7''-[(4-叔丁基吡啶-2-基甲基)氨基]-2,2'',3,3''-四氢-1,1''-螺双茚满 (R)-(+)-7-双(3,5-二叔丁基苯基)膦基7''-[(3-甲基吡啶-2-基甲基)氨基]-2,2'',3,3''-四氢-1,1''-螺双茚满 (R)-(+)-4,7-双(3,5-二-叔丁基苯基)膦基-7“-[(吡啶-2-基甲基)氨基]-2,2”,3,3'-四氢1,1'-螺二茚满 (R)-3-(叔丁基)-4-(2,6-二苯氧基苯基)-2,3-二氢苯并[d][1,3]氧杂磷杂环戊烯 (R)-2-[((二苯基膦基)甲基]吡咯烷 (R)-1-[3,5-双(三氟甲基)苯基]-3-[1-(二甲基氨基)-3-甲基丁烷-2-基]硫脲 (N-(4-甲氧基苯基)-N-甲基-3-(1-哌啶基)丙-2-烯酰胺) (5-溴-2-羟基苯基)-4-氯苯甲酮 (5-溴-2-氯苯基)(4-羟基苯基)甲酮 (5-氧代-3-苯基-2,5-二氢-1,2,3,4-oxatriazol-3-鎓) (4S,5R)-4-甲基-5-苯基-1,2,3-氧代噻唑烷-2,2-二氧化物-3-羧酸叔丁酯 (4S,4''S)-2,2''-亚环戊基双[4,5-二氢-4-(苯甲基)恶唑] (4-溴苯基)-[2-氟-4-[6-[甲基(丙-2-烯基)氨基]己氧基]苯基]甲酮 (4-丁氧基苯甲基)三苯基溴化磷 (3aR,8aR)-(-)-4,4,8,8-四(3,5-二甲基苯基)四氢-2,2-二甲基-6-苯基-1,3-二氧戊环[4,5-e]二恶唑磷 (3aR,6aS)-5-氧代六氢环戊基[c]吡咯-2(1H)-羧酸酯 (2Z)-3-[[(4-氯苯基)氨基]-2-氰基丙烯酸乙酯 (2S,3S,5S)-5-(叔丁氧基甲酰氨基)-2-(N-5-噻唑基-甲氧羰基)氨基-1,6-二苯基-3-羟基己烷 (2S,2''S,3S,3''S)-3,3''-二叔丁基-4,4''-双(2,6-二甲氧基苯基)-2,2'',3,3''-四氢-2,2''-联苯并[d][1,3]氧杂磷杂戊环 (2S)-(-)-2-{[[[[3,5-双(氟代甲基)苯基]氨基]硫代甲基]氨基}-N-(二苯基甲基)-N,3,3-三甲基丁酰胺 (2S)-2-[[[[[((1S,2S)-2-氨基环己基]氨基]硫代甲基]氨基]-N-(二苯甲基)-N,3,3-三甲基丁酰胺 (2S)-2-[[[[[[((1R,2R)-2-氨基环己基]氨基]硫代甲基]氨基]-N-(二苯甲基)-N,3,3-三甲基丁酰胺 (2-硝基苯基)磷酸三酰胺 (2,6-二氯苯基)乙酰氯 (2,3-二甲氧基-5-甲基苯基)硼酸 (1S,2S,3S,5S)-5-叠氮基-3-(苯基甲氧基)-2-[(苯基甲氧基)甲基]环戊醇 (1S,2S,3R,5R)-2-(苄氧基)甲基-6-氧杂双环[3.1.0]己-3-醇 (1-(4-氟苯基)环丙基)甲胺盐酸盐 (1-(3-溴苯基)环丁基)甲胺盐酸盐 (1-(2-氯苯基)环丁基)甲胺盐酸盐 (1-(2-氟苯基)环丙基)甲胺盐酸盐 (1-(2,6-二氟苯基)环丙基)甲胺盐酸盐 (-)-去甲基西布曲明 龙蒿油 龙胆酸钠 龙胆酸叔丁酯 龙胆酸 龙胆紫-d6 龙胆紫