Rhodamine B 罗丹明B

CAS 81-88-9 MFCD00011931

化学结构图

81-88-9
SMILES: CCN(CC)c1ccc2c(-c3ccccc3C(=O)O)c3ccc(=[N+](CC)CC)cc-3oc2c1.[Cl-]

化学属性

Mol. FormulaC28H31ClN2O3
Mol. Weight479.01
Density0.79
Melting Point210-211
TSCAYes
SolubilitySoluble in water (12 mg/ml), ethanol (70 mg/ml), acetone (slightly ), methyl cellosolve, and alcohol.
Stability对湿度敏感
Flash Point12°C
Appearance 亮绿色结晶性粉末。溶于水和乙醇呈蓝光红色 (带强荧光),微溶于丙酮,极易溶于乙二醇乙醚。于浓硫酸中呈黄光棕色,带有较强的绿色荧光,稀释后呈猩红色,随后变为蓝光红色至橙色。其水溶液加入氢氧化钠呈玫瑰红色,加热后产生絮状沉淀。

别名和识别编码

Chemical NameRhodamine B
Synonym 9-o-Carboxyphenyl-6-diethylamino-3-ethylimino-3-isoxanthene, ADC Rhodamine B Aizen Rhodamine BHC Basazol Red 71P Basic Violet 10 C.I. Food Red 15 Calcozine Rhodamine BXP D and C Red No. 19 D&C Red 19 Diabasic Rhodamine B Edicol Supra Rose BS Eriosin Rhodamine B Ikada Rhodamine B Mitsui Rhodamine BX RHODAMINE Rheonine B Rhodam Rhodamin B Rhodamine B Rhodamine BXL Rhodamine O rhodamine B rhodamine B acetate rhodamine B chloride rhodamine B dihydride tetraethylrhodamine {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {uni_hamburg} Rhodamine BS {} {} {} {} {} {} {} {} {} {}
CAS Number81-88-9
EC Number201-383-9
Beilstein Registry Number4091619
MDL NumberMFCD00011931
PubChem Substance ID6694
Merck Number8183
Reaxys-RN4091619
Chemical Name Translation罗丹明B
Wiswesser Line NotationT C666 BO EYJ EUK2&2 IR BVQ& MN2&2 &Q &G
LabNetwork Molecule IDLN01310199
InChIInChI=1S/C28H30N2O3.ClH/c1-5-29(6-2)19-13-15-23-25(17-19)33-26-18-20(30(7-3)8-4)14-16-24(26)27(23)21-11-9-10-12-22(21)28(31)32;/h9-18H,5-8H2,1-4H3;1H
Canonical SMILESCCN(C1=CC2=[O+]C3=C(C=CC(N(CC)CC)=C3)C(C4=CC=CC=C4C(O)=O)=C2C=C1)CC.[Cl-]
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分类

  • {SNA} Analytical Reagents, Analytical/Chromatography, Derivatization Reagents, Derivatization Reagents TLC, Steroids, Terpenes, Lipids, Bile acids, TLC Reagents,
  • {SNA} Additional Standards, All alphabetical sorted, Analytical Standards, Chromatography, Colorant Standards, Colors, Food & Beverage Standards, Food and Cosmetic Component Standards, Standards for Personal Care and Cosmetic Pro
  • {SNA} Additional Standards, All alphabetical sorted, Analytical Standards, Chromatography, Colorant Standards, C
  • {SNA} Q-R, Stains & Dyes, A to Z, Stains and Dyes, 细胞生物学, 血液学和组织学

产品应用

  • A useful fluorochrome for histology, FRET and mitochondrial probe.

相关文献及参考

  • Short: II/3
  • Merck: 14,8183
  • Biological stain.
  • Merck: 14,8183 Beilstein: 19,V,8,669
  • Short: EINECS
  • Reagent for determination of Cd and Zn: Anal. Chem., 176, 285 (1960); also for various other metals.

安全信息

Signal word Danger
GHS Symbol
WGK Germany3
Safety Statements
  • S26 In case of contact with eyes, rinse immediately with plenty of water and seek medical advice 眼睛接触后,立即用大量水冲洗并征求医生意见;
  • S36/37/39 Wear suitable protective clothing, gloves and eye/face protection 穿戴适当的防护服、手套和眼睛/面保护;
Risk Statements
  • R11 Highly flammable 非常易燃
  • R22 Harmful if swallowed 吞咽有害
  • R36 Irritating to eyes 刺激眼睛
  • R40 Limited evidence of a carcinogenic effect 有限证据表明其致癌作用
  • R41 Risk of serious damage to eyes 有严重损伤眼睛的危险
  • R67 Vapours may cause drowsiness and dizziness 蒸汽可能导致嗜睡和昏厥
  • R68 Possible risk of irreversible effects 可能有不可挽回的作用的危险
Precautionary statements
  • P210 Keep away from heat/sparks/open flames/hot surfaces. — No smoking. 远离热源/火花/明火/热的表面。——禁止吸烟。
  • P260 Do not breathe dust/fume/gas/mist/vapours/spray. 不要吸入粉尘/烟/气体/烟雾/蒸汽/喷雾。
  • P261 Avoid breathing dust/fume/gas/mist/vapours/spray. 避免吸入粉尘/烟/气体/烟雾/蒸汽/喷雾。
  • P264 Wash hands thoroughly after handling. 处理后要彻底洗净双手。
  • P264+P265
  • P270 Do not eat, drink or smoke when using this product. 使用本产品时不要吃东西,喝水或吸烟。
  • P271 Use only outdoors or in a well-ventilated area.? 只能在室外或通风良好的地方使用。
  • P272 Contaminated work clothing should not be allowed out of the workplace. 污染的工作服不得带出工作场所。
  • P273 Avoid release to the environment. 避免释放到环境中。
  • P280 Wear protective gloves/protective clothing/eye protection/face protection. 戴防护手套/防护服/眼睛的保护物/面部保护物。
  • P301+P312
  • P301+P312+P330
  • P301+P317
  • P302+P350
  • P302+P352+P333+P313+P362+P364
  • P304+P340
  • P305+P351+P338
  • P305+P351+P338+P310
  • P305+P354+P338
  • P310 Immediately call a POISON CENTER or doctor/physician. 立即呼救解毒中心或医生/医师。
  • P312 Call a POISON CENTER or doctor/physician if you feel unwell. 如果你感觉不适,呼叫解毒中心或医生/医师。
  • P317
  • P319
  • P330 Rinse mouth. 漱口
  • P333+P313
  • P403+P233
  • P405 Store locked up. 上锁保管。
  • P501 Dispose of contents/container to..… 处理内容物/容器.....
Hazard statements
  • H225 Highly flammable liquid and vapour 高度易燃液体和蒸气
  • H302 Harmful if swallowed 吞食有害
  • H318 Causes serious eye damage 严重伤害眼睛
  • H319 Causes serious eye irritation 严重刺激眼睛
  • H336 May cause drowsiness or dizziness 肯能导致嗜睡或头晕
  • H412 Harmfutoaquaticlifewithlonglastingeffects 对水生生物有害并具有长期影响。
Personal Protective Equipment Eyeshields, Faceshields, full-face respirator (US), Gloves, multi-purpose combination respirator cartridge (US), type ABEK (EN14387) respirator filter dust mask type N95 (US), Eyeshields, Gloves
RTECSBP3675000
Hazard Codes 6.1 Xn Xn,Xi,F
Packing GroupIII
UN Number 2811 UN 1219 3/PG 2
Storage condition 2-8°C, protect from light, stored under nitrogen Store at RT. 密封保存。
TYPE OF TEST            : TD - Toxic dose (other than lowest)
ROUTE OF EXPOSURE       : Subcutaneous
SPECIES OBSERVED        : Rodent - rat
DOSE/DURATION           : 3870 mg/kg/68W-I
TOXIC EFFECTS :
   Tumorigenic - equivocal tumorigenic agent by RTECS criteria
   Tumorigenic - tumors at site of application
REFERENCE :
   GANNA2 Gann.  Japanese Journal of Cancer Research.  (Tokyo, Japan)  V.1-75,
   1907-84.  For publisher information, see JJCREP.  Volume(issue)/page/year:
   46,369,1955

TYPE OF TEST            : TDLo - Lowest published toxic dose
ROUTE OF EXPOSURE       : Subcutaneous
SPECIES OBSERVED        : Rodent - rat
DOSE/DURATION           : 3600 mg/kg/68W-I
TOXIC EFFECTS :
   Tumorigenic - equivocal tumorigenic agent by RTECS criteria
   Blood - lymphoma, including Hodgkin's disease
   Tumorigenic - tumors at site of application
REFERENCE :
   GANNA2 Gann.  Japanese Journal of Cancer Research.  (Tokyo, Japan)  V.1-75,
   1907-84.  For publisher information, see JJCREP.  Volume(issue)/page/year:
   47,51,1956

TYPE OF TEST            : LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE       : Intraperitoneal
SPECIES OBSERVED        : Rodent - mouse
DOSE/DURATION           : 144 mg/kg
TOXIC EFFECTS :
   Details of toxic effects not reported other than lethal dose value
REFERENCE :
   60LFAC "Recent Advances of Chemistry and Molecular Biology in Cancer
   Research, Insternational Symposium on Recent Advances of Chemistry and
   Molecular Biology in Cancer Research, Held in Beijing/China, July 23rd-26th,
   1991" Dai Qianhuan, Margaret-Ann Armour and Zheng Qingying eds. Science
   Press (Beijing) 1993  Volume(issue)/page/year: -,281,1993

TYPE OF TEST            : LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE       : Oral
SPECIES OBSERVED        : Rodent - mouse
DOSE/DURATION           : 887 mg/kg
TOXIC EFFECTS :
   Details of toxic effects not reported other than lethal dose value
REFERENCE :
   TOERD9 Toxicological European Research.  (S.P.E., 10, Ave. de Messine, 75008
   Paris, France) V.1-    1978-  Volume(issue)/page/year: 1,23,1978

TYPE OF TEST            : LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE       : Intravenous
SPECIES OBSERVED        : Rodent - rat
DOSE/DURATION           : 89 mg/kg
TOXIC EFFECTS :
   Details of toxic effects not reported other than lethal dose value
REFERENCE :
   TXAPA9 Toxicology and Applied Pharmacology.  (Academic Press, Inc., 1 E.
   First St., Duluth, MN 55802) V.1-    1959-  Volume(issue)/page/year:
   3,696,1961

TYPE OF TEST            : LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE       : Subcutaneous
SPECIES OBSERVED        : Rodent - mouse
DOSE/DURATION           : 180 mg/kg
TOXIC EFFECTS :
   Details of toxic effects not reported other than lethal dose value
REFERENCE :
   OKEHDW Osaka-furitsu Koshu Eisei Kenkyusho Kenkyu Hokoku, Koshu Eisei Hen.
   Research Reports of the Oaka Prefectural Institute of Public

TYPE OF TEST            : Sex chromosome loss and nondisjunction
ROUTE OF EXPOSURE       : Oral
TEST SYSTEM             : Insect - Drosophila melanogaster
DOSE/DURATION           : 1000 ppm
REFERENCE :
   AMNTA4 American Naturalist.  (Univ. of Chicago Press, Journals Div., POB
   37005, Chicago, IL 60637) V.1-    1867-  Volume(issue)/page/year:
   87,295,1953

TYPE OF TEST            : Phage inhibition capacity
TEST SYSTEM             : Bacteria - Escherichia coli
DOSE/DURATION           : 25 ug/well
REFERENCE :
   MUREAV Mutation Research.  (Elsevier Science Pub. B.V., POB 211, 1000 AE
   Amsterdam, Netherlands) V.1-    1964-  Volume(issue)/page/year: 260,349,1991

TYPE OF TEST            : DNA damage
TEST SYSTEM             : Rodent - hamster Ovary
DOSE/DURATION           : 900 umol/plate
REFERENCE :
   AMNTA4 American Naturalist.  (Univ. of Chicago Press, Journals Div., POB
   37005, Chicago, IL 60637) V.1-    1867-  Volume(issue)/page/year:
   87,295,1953

TYPE OF TEST            : Cytogenetic analysis
TEST SYSTEM             : Rodent - hamster Lung
DOSE/DURATION           : 10 mg/L
REFERENCE :
   ATSUDG Archives of Toxicology, Supplement.  (Springer-Verlag New York, Inc.,
   Service Center, 44 Hartz Way, Secaucus, NJ 07094)  No.1-    1978-
   Volume(issue)/page/year: 4,41,1980

TYPE OF TEST            : Cytogenetic analysis
TEST SYSTEM             : Rodent - hamster Ovary
DOSE/DURATION           : 20 umol/L/5H (Continuous)
REFERENCE :
   ENMUDM Environmental Mutagenesis.  (New York, NY)  V.1-9, 1979-87.  For
   publisher information, see EMMUEG.  Volume(issue)/page/year: 1,27,1979

TYPE OF TEST            : Cytogenetic analysis
TEST SYSTEM             : Mammal - species unspecified Fibroblast
DOSE/DURATION           : 2 mg/L
REFERENCE :
   MUREAV Mutation Research.  (Elsevier Science Pub. B.V., POB 211, 1000 AE
   Amsterdam, Netherlands) V.1-    1964-

TYPE OF TEST            : TDLo - Lowest published toxic dose
ROUTE OF EXPOSURE       : Intraperitoneal
SPECIES OBSERVED        : Rodent - mouse
DOSE                    : 60 mg/kg
SEX/DURATION            : female 7-10 day(s) after conception
TOXIC EFFECTS :
   Reproductive - Effects on Embryo or Fetus - fetotoxicity (except death,
   e.g., stunted fetus)
REFERENCE :
   TJADAB Teratology, The International Journal of Abnormal Development. (Alan
   R. Liss, Inc., 41 E. 11th St., New York, NY 10003)  V.1-    1968-
   Volume(issue)/page/year: 40,143,1989

其他信息

  • 用途五:碱性玫瑰精 B 用于染蚕丝、腈纶、羊毛,日晒牢度可达 2-3 级,用于单宁媒染棉纤维,日晒牢度较差。也用于皮革、纸张、麦秆着色以及制备色淀颜料。
  • Alfa Aesar:玫瑰精B Rhodamine B(81-88-9)
  • 方法一:以间羟基二乙基苯胺 (m-diethylaminophenol) 和苯酐为原料,经缩合、碱熔、酸溶、结晶、干燥即得成品。。
  • 用途七:测定锑、铋、钴、金、锰、汞、钼、钽、铊、钨等试剂,吸附指示剂,生物染色剂。
  • 色指数:45170
  • 罗丹明 B价格(试剂级):更新日期 产品编号 产品名称 包装 价格 2011/08/23 71036314 玫瑰红B 25g 21元 2011/08/23 K8369001 罗丹明 B 25g 235元 2011/04/16 R0040 若丹明B Rhodamine B 250G 1190元
  • 下游产品:耐晒桃红色淀 --> 耐晒圆珠笔红 --> 醇溶耐晒火红B
  • 用途四:本品用于纸张、腈纶、丝绸、皮革、羽毛染色,并可用于食品和某些金属分析试剂
  • 用途三:用于造纸、油漆、腈纶、木制品染色
  • Acros Organics:罗丹明B Rhodamine B, pure(81-88-9)
  • 用途二:用作吸附指示剂和生物染色剂等
  • 溶于约70分水,10分醇,150分氯仿,水溶液为蓝红色,稀释后有强烈荧光,微溶于盐酸和氢化钠溶液。约260℃熔结,约280℃熔融。最大吸收波长451nm。半数致死量(小鼠,腹腔)150mg/kg。
  • Rhodamine B is a useful fluorochrome for histology due to its fluorescent properties in ultraviolet light. It ejects an electron onto TiO2, which is then scavenged by O2 forming the O2- radical anion. This anion ultimately becomes the OH radical. A pH-independent process degrades Rhodamine B in TiO2 dispersions containing no dodecylbenzenesulfonate. The compound has been incorporated in a FRET system based on lanthanide-doped nanoparticles for monitoring biological effects. Rhodamine B has also been used as a mitochondrial probe to study the energetic state of multi-drug resistant and sensitive cells where the mitochondrial Rhodamine B concentration was precisely determined with the loss of fluorescence in the presence of MTT Formazan ,a fluorescence quencher. In addition, Rhodamine B has been observed to significantly reduce the number of human lip fibroblast cells in culture. Used for staining Negri bodies in tissue.
  • Sigma Aldrich:81-88-9(sigmaaldrich)
  • 海关编码:32041300
  • MOL 文件:81-88-9.mol
  • 用途一:本品用于纸张、晴纶、丝绸、皮革、羽毛染色,并可用于食品和某些金属分析试剂
  • 上游原料:苯酐 --> 硫酸化蓖麻油 --> 3-羟基-N,N-二乙基苯胺 --> 黄糊精

系列性分类